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Asymmetric Addition of Terminal Alkynes to N-(Diphenylphosphinoyl)imines Promoted by Stoichiometric Amounts of a Proline-Derived β-Amino Alcohol

✍ Scribed by Wenjin Yan; Bin Mao; Shaoqun Zhu; Xianxing Jiang; Zhongli Liu; Rui Wang

Publisher: John Wiley and Sons
Year: 2009
Tongue: English
Weight: 238 KB
Volume: 2009
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200900342

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✦ Synopsis

Abstract

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)

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