共 82 条
Stereoselective Multicomponent Reactions in the Synthesis or Transformations of Epoxides and Aziridines
被引:26
作者:

da Silva, Allan Ribeiro
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Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil

dos Santos, Deborah Araujo
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Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil
Univ Sao Paulo, Sao Carlos Inst Chem, BR-13563120 Sao Carlos, SP, Brazil Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil

Paixao, Marcio Weber
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Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil

Correa, Arlene Goncalves
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Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil
机构:
[1] Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil
[2] Univ Sao Paulo, Sao Carlos Inst Chem, BR-13563120 Sao Carlos, SP, Brazil
来源:
基金:
巴西圣保罗研究基金会;
关键词:
multicomponent reactions;
epoxides;
aziridine;
asymmetric synthesis;
green synthesis;
RING-EXPANSION CASCADE;
ONE-POT SYNTHESIS;
BETA-AMINO ACID;
STEREOSPECIFIC SYNTHESIS;
ASYMMETRIC-SYNTHESIS;
3-COMPONENT REACTION;
ALDEHYDE DIMERS;
CARBON-MONOXIDE;
N-H;
CATALYSIS;
D O I:
10.3390/molecules24030630
中图分类号:
Q5 [生物化学];
Q7 [分子生物学];
学科分类号:
071010 ;
081704 ;
摘要:
Small ring heterocycles, such as epoxides and aziridines, are present in several natural products and are also highly versatile building blocks, frequently involved in the synthesis of numerous bioactive products and pharmaceuticals. Because of the potential for increased efficiency and selectivity, along with the advantages of environmentally benign synthetic procedures, multicomponent reactions (MCRs) have been explored in the synthesis and ring opening of these heterocyclic units. In this review, the recent advances in MCRs involving the synthesis and applications of epoxides and aziridines to the preparation of other heterocycles are discussed emphasizing the stereoselectivity of the reactions.
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共 82 条
[71]
Mechanistic investigation of aziridine aldehyde-driven peptide macrocyclization: the imidoanhydride pathway
[J].
Zaretsky, Serge
;
Hickey, Jennifer L.
;
Tan, Joanne
;
Pichugin, Dmitry
;
St Denis, Megan A.
;
Ler, Spencer
;
Chung, Benjamin K. W.
;
Scully, Conor C. G.
;
Yudin, Andrei K.
.
CHEMICAL SCIENCE,
2015, 6 (10)
:5446-5455

Zaretsky, Serge
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Hickey, Jennifer L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Encycle Therapeut Inc, Toronto, ON M5G 1L7, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Tan, Joanne
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

论文数: 引用数:
h-index:
机构:

St Denis, Megan A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Encycle Therapeut Inc, Toronto, ON M5G 1L7, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Ler, Spencer
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Chung, Benjamin K. W.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Scully, Conor C. G.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Yudin, Andrei K.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
[72]
Stereocontrolled Disruption of the Ugi Reaction toward the Production of Chiral Piperazinones: Substrate Scope and Process Development
[J].
Zaretsky, Serge
;
Adachi, Shinya
;
Rotstein, Benjamin H.
;
Hickey, Jennifer L.
;
Scully, Conor C. G.
;
St Denis, Jeffrey D.
;
Courtemanche, Rebecca
;
Yu, Joy C. Y.
;
Chung, Benjamin K. W.
;
Yudin, Andrei K.
.
JOURNAL OF ORGANIC CHEMISTRY,
2014, 79 (21)
:9948-9957

Zaretsky, Serge
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Adachi, Shinya
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Rotstein, Benjamin H.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Hickey, Jennifer L.
论文数: 0 引用数: 0
h-index: 0
机构:
Encycle Therapeut Inc, Toronto, ON M5G 1L7, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Scully, Conor C. G.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

St Denis, Jeffrey D.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Courtemanche, Rebecca
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Yu, Joy C. Y.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Chung, Benjamin K. W.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

Yudin, Andrei K.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
[73]
Highly Efficient Asymmetric Trans-Selective Aziridination of Diazoacetamides and N-Boc-imines Catalyzed by Chiral Bronsted Acids
[J].
Zeng, Xiaofei
;
Zeng, Xin
;
Xu, Zhenjiang
;
Lu, Min
;
Zhong, Guofu
.
ORGANIC LETTERS,
2009, 11 (14)
:3036-3039

Zeng, Xiaofei
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Zeng, Xin
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Xu, Zhenjiang
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Lu, Min
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Zhong, Guofu
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
[74]
Asymmetric phosphoric acid-catalyzed four-component Ugi reaction
[J].
Zhang, Jian
;
Yu, Peiyuan
;
Li, Shao-Yu
;
Sun, He
;
Xiang, Shao-Hua
;
Wang, Jun
;
Houk, Kendall N.
;
Tan, Bin
.
SCIENCE,
2018, 361 (6407)
:1087-+

Zhang, Jian
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China

Yu, Peiyuan
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China

Li, Shao-Yu
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China

Sun, He
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China

Xiang, Shao-Hua
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China

Wang, Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China

Houk, Kendall N.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China

Tan, Bin
论文数: 0 引用数: 0
h-index: 0
机构:
Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China
[75]
ENANTIOSELECTIVE EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY (SALEN)MANGANESE COMPLEXES
[J].
ZHANG, W
;
LOEBACH, JL
;
WILSON, SR
;
JACOBSEN, EN
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1990, 112 (07)
:2801-2803

ZHANG, W
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV ILLINOIS, ROGER ADAMS LAB, DEPT CHEM, URBANA, IL 61801 USA UNIV ILLINOIS, ROGER ADAMS LAB, DEPT CHEM, URBANA, IL 61801 USA

LOEBACH, JL
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV ILLINOIS, ROGER ADAMS LAB, DEPT CHEM, URBANA, IL 61801 USA UNIV ILLINOIS, ROGER ADAMS LAB, DEPT CHEM, URBANA, IL 61801 USA

WILSON, SR
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV ILLINOIS, ROGER ADAMS LAB, DEPT CHEM, URBANA, IL 61801 USA UNIV ILLINOIS, ROGER ADAMS LAB, DEPT CHEM, URBANA, IL 61801 USA

JACOBSEN, EN
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV ILLINOIS, ROGER ADAMS LAB, DEPT CHEM, URBANA, IL 61801 USA UNIV ILLINOIS, ROGER ADAMS LAB, DEPT CHEM, URBANA, IL 61801 USA
[76]
Cobalt-Catalyzed Cyclization of Carbon Monoxide, Imine, and Epoxide
[J].
Zhang, Yubo
;
Ji, Jiamin
;
Zhang, Xiuliang
;
Lin, Shaohui
;
Pan, Qinmin
;
Jia, Li
.
ORGANIC LETTERS,
2014, 16 (08)
:2130-2133

Zhang, Yubo
论文数: 0 引用数: 0
h-index: 0
机构:
Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China

Ji, Jiamin
论文数: 0 引用数: 0
h-index: 0
机构:
Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China

Zhang, Xiuliang
论文数: 0 引用数: 0
h-index: 0
机构:
Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China

Lin, Shaohui
论文数: 0 引用数: 0
h-index: 0
机构:
Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China

Pan, Qinmin
论文数: 0 引用数: 0
h-index: 0
机构:
Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China

Jia, Li
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Akron, Dept Polymer Sci, Akron, OH 44325 USA Soochow Univ, Green Polymer & Catalysis Technol Lab GAPCT, Jiangsu Key Lab Adv Funct Polymer Design & Applic, Key Lab Organ Synth Jiangsu Prov,Coll Chem Chem E, Suzhou 215123, Peoples R China
[77]
Diastereoselective synthesis of functionalized pyrrolidines through N-bromosuccinimide-induced aziridine ring expansion cascade of cinnamylaziridine
[J].
Zhou, Jing
;
Yeung, Ying-Yeung
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2014, 12 (38)
:7482-7485

Zhou, Jing
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

Yeung, Ying-Yeung
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
[78]
Synthesis of Reboxetine Intermediate and Carnitine Acetyltransferase Inhibitor via NBS-Induced Electrophilic Multicomponent Reaction
[J].
Zhou, Jing
;
Yeung, Ying-Yeung
.
JOURNAL OF ORGANIC CHEMISTRY,
2014, 79 (10)
:4644-4649

Zhou, Jing
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

Yeung, Ying-Yeung
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
[79]
N-Bromosuccinimide-Induced Aminocyclization-Aziridine Ring-Expansion Cascade: An Asymmetric and Highly Stereoselective Approach toward the Synthesis of Azepane
[J].
Zhou, Jing
;
Yeung, Ying-Yeung
.
ORGANIC LETTERS,
2014, 16 (08)
:2134-2137

Zhou, Jing
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

Yeung, Ying-Yeung
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
[80]
Multicomponent Approach in the Synthesis of 2,2,6-Trisubstituted Morpholine Derivatives
[J].
Zhou, Jing
;
Zhou, Ling
;
Yeung, Ying-Yeung
.
ORGANIC LETTERS,
2012, 14 (20)
:5250-5253

Zhou, Jing
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

Zhou, Ling
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

Yeung, Ying-Yeung
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore