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A Spirocyclic Chiral Borate for Catalytic Enantioselective Nozaki‐Hiyama Allylation of Ketones
Author(s) -
Huang XinRen,
Chen Chinpiao,
Lee GeneHsian,
Peng ShieMing
Publication year - 2009
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.200900595
Subject(s) - chemistry , enantioselective synthesis , catalysis , boron , aryl , organic chemistry , bromide , alkyl , combinatorial chemistry
A new class of chiral spirocyclic borate ligands 5a–d with a rigid borocycle has been developed. The catalyst formed from chromium(II)‐ 5a promotes the highly efficient enantioselective Nozaki–Hiyama allylation of alkyl and aryl ketones using allyl bromide. The scope of the present method is shown to be wide, and it affords an efficient access to chiral tertiary homoallylic alcohols.