Recent Progress in Palladium-Catalyzed Asymmetric Hydrophosphination

被引：68

作者：

Pullarkat, Sumod A. ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 04期

关键词：

Michael addition; asymmetric synthesis; hydrophosphination; palladacycle; pincer complex; PHOSPHA-MICHAEL ADDITION; ENANTIOSELECTIVE HYDROPHOSPHINATION; ALPHA; BETA-UNSATURATED ALDEHYDES; CHIRAL PHOSPHINES; ACTIVATED OLEFINS; SULFONIC ESTERS; DIARYLPHOSPHINES; ENONES; DIPHENYLPHOSPHINE; COMPLEXES;

D O I：

10.1055/s-0035-1560556

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric construction of P-C bonds is considered to be one of the most powerful methods for the preparation of chiral organophosphorus compounds. This review highlights recent progress in palladium-catalyzed asymmetric hydrophosphination reactions involving activated C=C bonds and diarylphosphines. The main catalytic systems employed for this protocol together with current substrate scope and mechanistic insights are described. 1 Introduction 2 Five-Membered CN/CP Palladacycle Catalyzed Protocols 3 PCP Pincer-Type Catalyst Based Protocols 4 NCN and PCN Pincers as Catalysts 5 Conclusion and Outlook

引用

页码：493 / 503

页数：11

共 60 条

[1] Kinetic resolution of amines: A highly enantioselective and chemoselective acetylating agent with a unique solvent-induced reversal of stereoselectivity
Arseniyadis, S
Valleix, A
Wagner, A
Mioskowski, C
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (25) : 3314 - 3317
[2] Organocatalytic asymmetric hydrophosphination of nitroalkenes
Bartoli, Giuseppe
Bosco, Marcella
Carlone, Armando
Locatelli, Manuela
Mazzanti, Andrea
Sambri, Letizia
Melchiorre, Paolo
[J]. CHEMICAL COMMUNICATIONS, 2007, (07) : 722 - 724
[3] STEREOCHEMISTRY OF REACTION PATHS AT CARBONYL CENTERS
BURGI, HB
DUNITZ, JD
LEHN, JM
WIPFF, G
[J]. TETRAHEDRON, 1974, 30 (12) : 1563 - 1572
[4] Organocatalytic asymmetric hydrophosphination of α,β-Unsaturated aldehydes
Carlone, Armando
Bartoli, Giuseppe
Bosco, Marcella
Sambri, Letizia
Melchiorre, Paolo
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (24) : 4504 - 4506
[5] An Approach to the Efficient Syntheses of Chiral Phosphino-Carboxylic Acid Esters
Chew, Renta Jonathan
Sepp, Kristel
Li, Bin-Bin
Li, Yongxin
Zhu, Peng-Cheng
Tan, Nguan Soon
Leung, Pak-Hing
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (14-15) : 3297 - 3302
[6] Pd-Catalyzed Enantiodivergent and Regiospecific phospha-Michael Addition of Diphenylphosphine to 4-oxo-Enamides: Efficient Access to Chiral Phosphinocarboxamides and Their Analogues
Chew, Renta Jonathan
Li, Xi-Rui
Li, Yongxin
Pullarkat, Sumod A.
Leung, Pak-Hing
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (12) : 4800 - 4804
[7] Palladacycle Catalyzed Asymmetric P-H Addition of Diarylphosphines to N-Enoyl Phthalimides
Chew, Renta Jonathan
Lu, Yunpeng
Jia, Yu-Xiang
Li, Bin-Bin
Wong, Esther Hui Yen
Goh, Rosanne
Li, Yongxin
Huang, Yinhua
Pullarkat, Sumod Appukuttan
Leung, Pak-Hing
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (44) : 14514 - 14517
[8] Enantioselective phospha-Michael addition of diarylphosphines to β,γ-unsaturated α-ketoesters and amides
Chew, Renta Jonathan
Teo, Kai Yuan
Huang, Yinhua
Li, Bin-Bin
Li, Yongxin
Pullarkat, Sumod A.
Leung, Pak-Hing
[J]. CHEMICAL COMMUNICATIONS, 2014, 50 (63) : 8768 - 8770
[9] Enantioselective Addition of Diphenylphosphine to 3-Methyl-4-nitro-5-alkenylisoxazoles
Chew, Renta Jonathan
Huang, Yinhua
Li, Yongxin
Pullarkat, Sumod A.
Leung, Pak-Hing
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (07) : 1403 - 1408
[10] Sequential catalytic role of bifunctional bicyclic guanidine in asymmetric phospha-Michael reaction
Cho, Bokun
Tan, Choon-Hong
Wong, Ming Wah
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (12) : 4550 - 4557

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