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FeCl3-catalyzed nucleophilic substitution of propargylic acetates with enoxysilanes

Authors :
Shao-pei Wang
Xu-bin Cai
Hui-juan Liu
Jing-liang Yu
Zhuang-Ping Zhan
Yuan-yuan Cui
Source :
The Journal of organic chemistry. 72(25)
Publication Year :
2007

Abstract

An efficient FeCl3-catalyzed substitution reaction of propargylic acetates with enoxysilanes under mild conditions to afford corresponding gamma-alkynyl ketones has been developed. The substitution reaction is followed by a TsOH-catalyzed cyclization without purification of the gamma-alkynyl ketone intermediates, offering a straightforward synthetic route to tri- or tetrasubstituted furans.

Details

ISSN :
00223263
Volume :
72
Issue :
25
Database :
OpenAIRE
Journal :
The Journal of organic chemistry
Accession number :
edsair.doi.dedup.....cc17685eda05131e2b763f6bba81dbf8