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PMID: 12074684 Published · ppublish English

Stereoselective synthesis of polysubstituted 2,5-dihydrofurans from reaction of 1,4-dilithio-1,3-dienes with aldehydes.

Organic letters ·Vol. 4 ·No. 13 ·2002-10-08

Chen Jinglong, Song Qiuling, Li Pixu, Guan Hairong, Jin Xianglin, Xi Zhenfeng

Abstract

[reaction: see text] Reaction of 1,4-dilithio-1,3-diene derivatives with 2 equiv of aldehydes affords polysubstituted 2,5-dihydrofurans in good to high yields with perfect regio- and stereoselectivities. Hexa-2,4-diene-1,6-dialcoholates are proposed as the first intermediates, which undergo a cyclization and subsequent elimination of Li(2)O to generate the 2,5-dihydrofuran derivatives.

Article Info
Journal
Organic letters
Abbr.
Org Lett
Published
2002-10-08
Indexed
2002-06-20
Updated
2013-11-21
Language
English
Country/Region
United States
NLM ID
100890393
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