Recent Advances and Perspectives in Transition Metal-Catalyzed 1,4-Functionalizations of Unactivated 1,3-Enynes for the Synthesis of Allenes

被引：176
作者：
Fu, Liang [1 ,2 ]
Gressies, Steffen [1 ,2 ]
Chen, Pinhong [1 ,2 ]
Liu, Guosheng [1 ,2 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, Shanghai Hongkong Joint Lab Chem Synth, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2020年 / 38卷 / 01期
基金：
中国国家自然科学基金;
关键词：
ONE-POT SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; LIGAND PROPERTIES; FACILE SYNTHESIS; REARRANGEMENTS; ALDEHYDES; ACCESS; ESTERS; TRANSMETALATION;
D O I：
10.1002/cjoc.201900277
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Classic methods for the synthesis of allenes usually introduce only one functional group into products. In this review, we highlight the recent advances and perspectives in the synthesis of allenes by transition metal-catalyzed 1,4-functionalization of unactivated 1,3-enynes.
引用
收藏
页码：91 / 100
页数：10
相关论文
共 85 条
[1]   Preparation of Chiral Allenes through Pd-Catalyzed Intermolecular Hydroamination of Conjugated Enynes: Enantioselective Synthesis Enabled by Catalyst Design [J].
Adamson, Nathan J. ;
Jeddi, Haleh ;
Malcolmson, Steven J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (21) :8574-8583
[2]   Allene cross-metathesis: Synthesis of 1,3-disubstituted allenes [J].
Ahmed, M ;
Arnauld, T ;
Barrett, AGM ;
Braddock, DC ;
Flack, K ;
Procopiou, PA .
ORGANIC LETTERS, 2000, 2 (04) :551-553
[3]   Generation of allenylthioketene S,S-dioxides through [3,3] sigmatropic rearrangement of alkynyl propargyl sulfones [J].
Aoyagi, Shigenobu ;
Koyanagi, Makoto ;
Takahashi, Megumi ;
Shimada, Kazuaki ;
Takikawa, Yuji .
TETRAHEDRON LETTERS, 2007, 48 (11) :1915-1918
[4]   REAKTIONEN MIT PHOSPHINALKYLENEN .12. EINE NEUE SYNTHESE VON ALLEN-CARBONSAUREESTERN [J].
BESTMANN, HJ ;
HARTUNG, H .
CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (04) :1198-&
[5]   Bistrimethylsilylpropargylic ether:: A versatile ambident synthon to access substituted allenyne ethers and α-substituted bispropargylic alcohols [J].
Brossat, Maude ;
Heck, Marie-Pierre ;
Mioskowski, Charles .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (15) :5938-5941
[6]   Synthesizing allenes today (1982-2006) [J].
Brummond, Kay M. ;
DeForrest, Jolie E. .
SYNTHESIS-STUTTGART, 2007, (06) :795-818
[7]  
Burton B. S., 1887, BER DTSCH CHEM GES, V20, P145, DOI DOI 10.1002/CBER.18870200136
[8]   An Efficient Double 1,2-Addition Reaction of 2,3-Allenoates with Allyl Magnesium Chloride [J].
Chen, Bo ;
Lu, Zhan ;
Chai, Guobi ;
Fu, Chunling ;
Ma, Shengming .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (23) :9486-9489
[9]   Recent advances in catalytic asymmetric synthesis of allenes [J].
Chu, Wen-Dao ;
Zhang, Yan ;
Wang, Jianbo .
CATALYSIS SCIENCE & TECHNOLOGY, 2017, 7 (20) :4570-4579
[10]   CHIRAL ALLENES ARE RACEMIZED BY ORGANOCUPRATES [J].
CLAESSON, A ;
OLSSON, LI .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (12) :524-525
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