PAPER	Synthesis 2004: 1057-1061   DOI: 10.1055/s-2004-822339
© Georg Thieme Verlag Stuttgart · New York
Conjugate Additions of α,β-Unsaturated Ketones with Arylzinc Species That Form in situ from Diethylzinc and Arylboronic Acids
Lin Dong, Yan-Jun Xu, Liu-Zhu Gong*, Ai-Qiao Mi, Yao-Zhong Jiang
Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, 610041, P. R. China e-Mail: gonglz@cioc.ac.cn;
Received 10 December 2003

Abstract

Conjugate addition of α,β-unsaturated ketones with arylzinc species that form in situ from diethylzinc and a series of arylboronic acids by boron-zinc exchange reactions were investigated. 1,4-Addition products were formed in yields of 34-93%.

Keywords

conjugate addition - α,β-unsaturated ketone - arylboronic acid - boron-zinc exchange reaction