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Hydroxyl Group‐Assisted Palladium‐Catalyzed Lactonization of Homoallylic Alcohols
Author(s) -
Huang Liangbin,
Wang Qian,
Wu Wanqing,
Jiang Huanfeng
Publication year - 2014
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201300903
Subject(s) - palladium , chemistry , methylene , catalysis , amide , organic chemistry , combinatorial chemistry , medicinal chemistry
Abstract A convenient and highly efficient synthesis of α‐methylene‐γ‐lactones through the palladium(II)‐catalyzed lactonization of homoallylic alcohols with alkynamides has been reported. The hydroxyl group in the terminal olefins cooperates with the amide in alkynamides to promote the cyclization by suppressing the β‐H elimination. This process provides a route to construct naturally occurring biologically multifunctional α‐methylene‐γ‐lactones.