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Enantioselective Addition of Phenylacetylene to Ketones Catalyzed by Chiral Amino Alcohols
Author(s) -
Ding Juan,
Shen ZongXuan,
Luo XiaoQing,
Chen WeiYi,
Zhang YaWen
Publication year - 2006
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.200690239
Subject(s) - chemistry , phenylacetylene , enantioselective synthesis , cinchonine , catalysis , organic chemistry
( S )‐(1‐Benzylpyrrolidin‐2‐yl)diphenylmethanol and cinchonine were evaluated as promotors in the asymmetric additions of phenylacetylene to ketones, in order to prepare chiral propargylic alcohols. Good yields (up to 89%) and moderate enantioselectivities (up to 77.9% ee ) were achieved. Addition of Ti(OPr‐ i ) 4 can significantly improve the enantioselectivity of the reaction.