Synthesis of highly functionalized furanones via aldol reaction of 3-silyloxyfurans

被引：39
|
作者：
Winkler, JD [1 ]
Oh, K [1 ]
Asselin, SM [1 ]
机构：
[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
来源：
ORGANIC LETTERS | 2005年 / 7卷 / 03期
关键词：
D O I：
10.1021/ol047810q
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The stereoselective aldol reaction of 3-silyloxyfurans with aldehydes in the presence of a Lewis acid is described. N-Bromosuccinimide (NBS)-mediated cyclization of the aldol product leads to the formation of the 2,7-dioxa-bicyclo[2.2.1]heptan-3-one ring system, which represents the formal product of hetero Diels-Alder reaction of the furan with the aldehyde.
引用
收藏
页码：387 / 389
页数：3
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