Journal of Organometallic Chemistry

Conjugate additions with chiral lithium (2-pyridyl)-[(S)-2-(1-dimethylaminoethyl) phenyl] cuprate

H Malmberg, M Nilsson

Index: Malmberg, Hans; Nilsson, Martin Journal of Organometallic Chemistry, 1983 , vol. 243, # 3 p. 241 - 244

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Citation Number: 9

Abstract

Abstract The cuprate (LiPyR* Cu) transfers its pyridyl group to 4-phenyl-3-buten-2-one at− 60 C in ether to give (+)-4-phenyl-4-(2-pyridyl)-2-butanone in good yield with some enantioselectivity (23% ee). Additions to ethyl 3-phenyl-propenoate and to 5-phenyl-2, 2- dimethyl-4-penten-3-one give good yields but low inductions. Induction is also low on transfer of a phenyl group from LiPhR* Cu to 4-(2-pyridyl)-buten-2-one.