Stereoselective synthesis of protected ketohexoses via aldol reaction of chiral dioxanone enolate

被引：0

作者：

Majewski, M ^{[1
]}

Nowak, P ^{[1
]}

机构：

[1] Univ Saskatchewan, Dept Chem, Saskatoon, SK S7N 5C9, Canada

来源：

SYNLETT | 1999年 / 09期

关键词：

dioxanone; enantioselective deprotonation; chiral lithium amides;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lithium and boron enolates of 2,2-dialkyl-1,3-dioxa-5-ones react with aldehydes to give aldol products in high diastereoselectivity and, when chiral lithium enolates are generated using optically pure chiral lithium amide bases, in high enantioselectivity. Dioxanone lithium enolates react readily with protected glyceraldehyde affording protected ketohexoses in high diastereo- and enantiomeric purity.

引用

页码：1447 / 1449

页数：3

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