Surfactant-type asymmetric organocatalyst: organocatalytic asymmetric Michael addition to nitrostyrenes in water

被引：177

作者：

Luo, Sanzhong ^{[1
]}

Mi, Xueling

Liu, Song

Xu, Hui

Cheng, Jin-Pei

机构：

[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, BNLMS, Beijing 100080, Peoples R China

[2] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China

[3] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 35期

关键词：

D O I：

10.1039/b607846j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A surfactant-type asymmetric organocatalyst (STAO) catalyzed highly efficient Michael addition to nitroalkenes with high stereoselectivities in water without using any organic solvents or additional additives.

引用

页码：3687 / 3689

页数：3

共 53 条

[1] The use of N-alkyl-2,2′-bipyrrolidine derivatives as organocatalysts for the asymmetric Michael addition of ketones and aldehydes to nitroolefins [J].

Andrey, O ;

Alexakis, A ;

Tomassini, A ;

Bernardinelli, G .

ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (9-10) :1147-1168

[2] Catalytic asymmetric ring opening of meso-epoxides with aromatic amines in water [J].

Azoulay, S ;

Manabe, K ;

Kobayashi, S .

ORGANIC LETTERS, 2005, 7 (21) :4593-4595

[3]

Berkessel A, 2005, ASYMMETRIC ORGANOCATALYSIS: FROM BIOMIMETIC CONCEPTS TO APPLICATIONS IN ASYMMETRIC SYNTHESIS, P1, DOI 10.1002/3527604677

[4] Catalytic direct asymmetric Michael reactions: Addition of unmodified ketone and aldehyde donors to alkylidene malonates and nitro olefins [J].

Betancort, JM ;

Sakthivel, K ;

Thayumanavan, R ;

Tanaka, F ;

Barbas, CF .

SYNTHESIS-STUTTGART, 2004, (09) :1509-1521

[5] ANIONIC-INITIATED POLYMERIZATION OF BETA-NITROSTYRENES [J].

CARTER, ME ;

NASH, JL ;

DRUEKE, JW ;

SCHWIETERT, JW ;

BUTLER, GB .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1978, 16 (05) :937-959

[6] Protonated chiral prolinamide catalyzed enantioselective direct aldol reaction in water [J].

Chimni, SS ;

Mahajan, D ;

Babu, VVS .

TETRAHEDRON LETTERS, 2005, 46 (34) :5617-5619

[7] 5-Pyrrolidin-2-yltetrazole as an asymmetric organocatalyst for the addition of ketones to nitro-olefins [J].

Cobb, AJA ;

Longbottom, DA ;

Shaw, DM ;

Ley, SV .

CHEMICAL COMMUNICATIONS, 2004, (16) :1808-1809

[8] Direct organocatalytic aldol reactions in buffered aqueous media [J].

Córdova, A ;

Notz, W ;

Barbas, CF .

CHEMICAL COMMUNICATIONS, 2002, (24) :3024-3025

[9] In the golden age of organocatalysis [J].

Dalko, PI ;

Moisan, L .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (39) :5138-5175

[10] Novel application of chiral micellar media to the Diels-Alder reaction [J].

Diego-Castro, MJ ;

Hailes, HC .

CHEMICAL COMMUNICATIONS, 1998, (15) :1549-1550

← 1 2 3 4 5 6 →