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Highly Enantioselective Synthesis of β‐Amino Acid Derivatives by the Lewis Base Catalyzed Hydrosilylation of β‐Enamino Esters
Author(s) -
Zheng HongJie,
Chen WenBing,
Wu ZhiJun,
Deng JinGen,
Lin WenQing,
Yuan WeiCheng,
Zhang XiaoMei
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200801582
Subject(s) - hydrosilylation , enantioselective synthesis , substituent , trichlorosilane , aryl , chemistry , catalysis , lewis acids and bases , organic chemistry , alkyl , silicon
Aryl substituent makes it different : A new general enantioselective hydrosilylation of N ‐aryl β‐enamino esters with trichlorosilane has been developed (see scheme). The N ‐aryl substituent is crucial for the activity and enantioselectivity. In the presence of catalytic amount of readily accessible chiral N ‐picolinoylpyrrolidine derivatives, the reactions proceeded smoothly to provide various chiral β‐amino esters in good yields (≤97 %) and moderate to excellent enantioselectivities (≤96 % ee ).