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Highly Regio‐ and Stereoselective Copper(I) Chloride‐Mediated Carbometallation of 2,3‐Allenols with Grignard Reagents
Author(s) -
Lu Zhan,
Ma Shengming
Publication year - 2007
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200600532
Subject(s) - chemistry , stereoselectivity , reagent , allylic rearrangement , halogenation , grignard reagent , chloride , regioselectivity , grignard reaction , organic chemistry , alkyl , medicinal chemistry , combinatorial chemistry , catalysis
An efficient highly regio‐ and stereoselective copper(I) chloride‐mediated carbometallation of differently substituted 2,3‐allenols with primary or secondary alkyl or aromatic Grignard reagents followed by iodination to synthesize fully‐substituted allylic alcohols has been developed. This protocol introduces the R 4 group from the Grignard reagent to the terminal position of the 2,3‐allenols.