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Efficient Synthesis of Chiral β‐Arylisopropylamines by Using Catalytic Asymmetric Hydrogenation
Author(s) -
Chen Jian,
Zhang Weicheng,
Geng Huiling,
Li Wei,
Hou Guohua,
Lei Aiwen,
Zhang Xumu
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200805058
Subject(s) - catalysis , acetamide , condensation , combinatorial chemistry , chemistry , catalytic hydrogenation , asymmetric hydrogenation , organic chemistry , enantioselective synthesis , physics , thermodynamics
Direct condensation of β‐arylketones with acetamide afforded both Z and E enamides. The Z ‐configured substrates underwent hydrogenation with excellent enantioselectivity by using the Rh/tangphos catalytic system (see scheme; tangphos=1,1′‐di‐ tert ‐butyl‐[2,2′]‐diphospholanyl). The product β‐arylisopropylamines are important precursors to several drugs.