Synthesis of a biphenyl-based axially chiral amino acid as a highly efficient catalyst for the direct asymmetric aldol reaction

被引：60

作者：

Kano, Taichi ^{[1
]}

Tokuda, Osamu ^{[1
]}

Maruoka, Keiji ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 42期

关键词：

aldol reaction; amino acid; organocatalysis;

D O I：

10.1016/j.tetlet.2006.08.051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A biphenyl-based axially chiral amino acid (S)-2 has been designed and synthesized. The new amino acid (S)-2 has been found to be a more efficient catalyst than (S)-1 in the direct asymmetric aldol reaction of acetone with aldehydes. For instance, the use of only 0.1 mol % of (S)-2 was sufficient to complete the reaction between acetone and 4-nitrobenzaldehyde, giving the corresponding aldol adduct in good yield with an excellent enantioselectivity. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：7423 / 7426

页数：4

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