Small organic molecule in enantioselective, direct aldol reaction "in water''

被引：104

作者：

Aratake, Seiji ^{[1
]}

Itoh, Takahiko ^{[1
]}

Okano, Tsubasa ^{[1
]}

Usui, Takahiro ^{[1
]}

Shoji, Mitsuru ^{[1
]}

Hayashi, Yujiro ^{[1
]}

机构：

[1] Tokyo Univ Sci, Dept Ind Chem, Fac Engn, Shinjuku Ku, Tokyo 1628601, Japan

来源：

CHEMICAL COMMUNICATIONS | 2007年 / 24期

关键词：

D O I：

10.1039/b702559a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A small organic molecule, Pro-NH2, catalyzing the enantioselective aldol reaction "in water'' not merely "in the presence of water'' with good enantioselectivity has been discovered for the first time.

引用

页码：2524 / 2526

页数：3

共 47 条

[1] Primary amine catalyzed direct asymmetric aldol reaction assisted by water [J].

Amedjkouh, M .

TETRAHEDRON-ASYMMETRY, 2005, 16 (08) :1411-1414

[2]

[Anonymous], 2004, MODERN ALDOL REACTIO

[3]

[Anonymous], 2004, MODERN ALDOL REACTIO

[4]

ARATAKE S, UNPUB

[5] HYDROPHOBIC EFFECTS ON SIMPLE ORGANIC-REACTIONS IN WATER [J].

BRESLOW, R .

ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (06) :159-164

[6] Enamine-based aldol organocatalysis in water: Are they really "all wet"? [J].

Brogan, Andrew P. ;

Dickerson, Tobin J. ;

Janda, Kim D. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (48) :8100-8102

[7] Direct organocatalytic asymmetric α-hydroxymethylation of ketones and aldehydes [J].

Casas, J ;

Sundén, H ;

Córdova, A .

TETRAHEDRON LETTERS, 2004, 45 (32) :6117-6119

[8] Proline-catalyzed asymmetric assembly reactions:: enzyme-like assembly of carbohydrates and polyketides from three aldehyde substrates [J].

Chowdari, NS ;

Ramachary, DB ;

Córdova, A ;

Barbas, CF .

TETRAHEDRON LETTERS, 2002, 43 (52) :9591-9595

[9] Amino acid catalyzed neogenesis of carbohydrates:: A plausible ancient transformation [J].

Córdova, A ;

Ibrahem, I ;

Casas, J ;

Sundén, H ;

Engqvist, M ;

Reyes, E .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (16) :4772-4784

[10] Acyclic amino acid-catalyzed direct asymmetric aldol reactions:: alanine, the simplest stereoselective organocatalyst [J].

Córdova, A ;

Zou, WB ;

Ibrahem, I ;

Reyes, E ;

Engqvist, M ;

Liao, WW .

CHEMICAL COMMUNICATIONS, 2005, (28) :3586-3588

← 1 2 3 4 5 →