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Asymmetric Addition of Terminal Alkynes to N ‐(Diphenylphosphinoyl)imines Promoted by Stoichiometric Amounts of a Proline‐Derived β‐Amino Alcohol
Author(s) -
Yan Wenjin,
Mao Bin,
Zhu Shaoqun,
Jiang Xianxing,
Liu Zhongli,
Wang Rui
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900342
Subject(s) - diethylzinc , chemistry , alkynylation , alcohol , proline , stoichiometry , optically active , organic chemistry , enantioselective synthesis , medicinal chemistry , amino acid , catalysis , biochemistry
A new synthetic methodology for the preparation of optically active propargylamines is described. The alkynylation of aromatic, heteroaromatic, aliphatic and α,β‐unsaturated N ‐(diphenylphosphinoyl)imines was investigated by using diethylzinc and a proline‐derived β‐amino alcohol. N ‐(Diphenylphosphinoyl)‐protected propargylic amines can be synthesized in high yields and with good to excellent enantioselectivities. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)