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Self‐condensation of Terminal Acetylenic Ketones via Organozinc Species
Author(s) -
GAO JunLi,
LIU YongKang,
XUE Song
Publication year - 2008
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200890305
Subject(s) - chemistry , cyclopropanation , reagent , adduct , condensation , organic chemistry , condensation reaction , reaction conditions , medicinal chemistry , catalysis , physics , thermodynamics
A self‐condensation reaction of α , β ‐acetylenic ketones via organozinc species CF 3 CO 2 ZnEt to afford the β ‐branched Morita‐Bayllis‐Hillman adducts has been developed. This reaction system provides functionalized trisubstituted olefins in good yields. Organozinc species CF 3 CO 2 ZnCH 2 I, an efficient cyclopropanation reagent, can also react with aromatic acetylenic ketones to provide 2,5‐dihydrofurans in moderate yields.