SELECTIVE ENE-YNE COUPLING-FUNCTIONALIZATION - A NEW STRATEGY IN CONSTRUCTING HETEROCYCLES

被引:29
作者
WANG, Z [1 ]
LU, XY [1 ]
机构
[1] CHINESE ACAD SCI,SHANGHAI INST ORGAN CHEM,SHANGHAI 200032,PEOPLES R CHINA
基金
中国国家自然科学基金;
关键词
D O I
10.1016/0040-4020(95)00035-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorinated derivatives of 3-alkylidene-2(3H)-dihydrofuranone have been synthesized by sodium dithionite initiated tandem perfluoroalkylation-cyclization of allylic 2-alkynoates in fair to good yield and high stereoselectivity. Fluorinated 3-alkylidene-2(3H)-pyrrolidone derivatives were prepared similarly. A mechanistic rationale concerning the different radical steps and the differences between esters and amides was given.
引用
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页码:2639 / 2658
页数:20
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