学术探索
学术期刊
新闻热点
数据分析
智能评审

Highly stereocontrolled synthesis of substituted propiolactones and butyrolactones from achiral lithium enolates and homochiral aldehydes

被引：35
作者：
Arrastia, I
Lecea, B
Cossio, FP
机构：
[1] EUSKAL HERRIKO UNIBERTSITATEA,KIRNIKA FAK,E-20080 SAN SEBASTIAN,SPAIN
[2] EUSKAL HERRIKO UNIBERTSITATEA,FARMAZI FAK,E-01080 VITORIA,SPAIN
来源：
TETRAHEDRON LETTERS | 1996年 / 37卷 / 02期
关键词：
D O I：
10.1016/0040-4039(95)02139-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Lithium enolates derived from achiral thiol esters react in a highly stereoselective fashion with homochiral aldehydes to yield the corresponding 2-oxetanones. The stereochemical outcome of the reaction corresponds to a non-chelation control, except when O-silylated mandelaldehyde is used. The propiolactones thus formed are efficiently transformed into delta-lactones via Lewis acid promoted dyotropic rearrangements.
引用
收藏
页码：245 / 248
页数：4
相关论文
共 16 条
12