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Alpha-alkylation of ketones by addition of zinc enamides to unactivated olefins

Authors :
Nakamur, Masaharu
Hatakeyama, Takuj
Nakamura, Eiichi
Source :
Journal of the American Chemical Society. Sept 29, 2004, Vol. 126 Issue 38, p11820, 6 p.
Publication Year :
2004

Abstract

A zinc enamide generated from the corresponding N-aryl imine undergoes addition to an unactivated olefin, to generate an alpha-alkylated gamma-zincioimine intermediate in good to excellent yield. The organozinc intermediate undergoes further C-C bond formation with a carbon electrophile to give, upon hydrolysis of the imine, an alpha-alkylated ketone.

Details

Language :
English
ISSN :
00027863
Volume :
126
Issue :
38
Database :
Gale General OneFile
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
edsgcl.125312576