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

[31] Proline-catalyzed direct asymmetric aldol reactions [J].

List, B ;

Lerner, RA ;

Barbas, CF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (10) :2395-2396

[32] Organocatalytic direct asymmetric aldol reactions in water [J].

Mase, N ;

Nakai, Y ;

Ohara, N ;

Yoda, H ;

Takabe, K ;

Tanaka, F ;

Barbas, CF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (03) :734-735

[33] On water: Unique reactivity of organic compounds in aqueous suspension [J].

Narayan, S ;

Muldoon, J ;

Finn, MG ;

Fokin, VV ;

Kolb, HC ;

Sharpless, KB .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (21) :3275-3279

[34]

NORTHRUOP AB, 2005, ASYMMETRIC ORGANOCAT

[35] The first direct and enantioselective cross-aldol reaction of aldehydes [J].

Northrup, AB ;

MacMillan, DWC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (24) :6798-6799

[36] Proline-catalyzed ketone-aldehyde aldol reactions are accelerated by water [J].

Nyberg, AI ;

Usano, A ;

Pihko, PM .

SYNLETT, 2004, (11) :1891-1896

[37] Effect of additives on the proline-catalyzed ketone-aldehyde aldol reactions [J].

Pihko, PM ;

Laurikainen, KM ;

Usano, A ;

Nyberg, AI ;

Kaavi, JA .

TETRAHEDRON, 2006, 62 (2-3) :317-328

[38] Acceleration of organic reactions through aqueous solvent effects [J].

Pirrung, MC .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (05) :1312-1317

[39] Prebiotic amino acids as asymmetric catalysts [J].

Pizzarello, S ;

Weber, AL .

SCIENCE, 2004, 303 (5661) :1151-1151

[40] Water-accelerated organic transformations [J].

Ribe, S ;

Wipf, P .

CHEMICAL COMMUNICATIONS, 2001, (04) :299-307

← 1 2 3 4 5 →