Enantioselective direct aldol reaction "on water" promoted by chiral organic catalysts

被引：184

作者：

Guizzetti, Stefania

Benaglia, Maurizio

Raimondi, Laura

Celentano, Giuseppe

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

[2] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 07期

关键词：

D O I：

10.1021/ol070002p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,1'-Binaphthyl-2,2'-diamine-based (S)-prolinamides in the presence of stearic acid were able to promote the direct aldol condensation of cyclohexanone and other ketones with different aldehydes in the presence of a massive amount of water in very good yields, high diastereoselectivity, and up to 99% ee. The behavior of both C-2- and C-1-symmetric catalysts in combination with different additives was investigated, and a preliminary experiment of recovering and recycling of the catalytic system was also attempted.

引用

收藏

页码：1247 / 1250

页数：4

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