Synthesis 2004(7): 1057-1061  
DOI: 10.1055/s-2004-822339
PAPER
© 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;
Further Information

Publication History

Received 10 December 2003
Publication Date:
14 April 2004 (online)

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%.

6

Decreasing the amount of Et2Zn led to an incomplete reaction.