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Palladium-Catalyzed Oxidative Cross-Coupling Reaction of Arylboronic Acids with Diazoesters for Stereoselective Synthesis of (E)-α,β-Diarylacrylates

Yuk-Tai Tsoi, Zhongyuan Zhou, Albert S. C. Chan and Wing-Yiu Yu*

*Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, Email: bcwyyuinet.polyu.edu.hk

Y.-T. Tsoi, Z. Zhou, A. S. C. Chan, W.-Y. Yu, Org. Lett., 2010, 12, 4506-4509.

DOI: 10.1021/ol101796t (free Supporting Information)


Abstract

A Pd-catalyzed oxidative cross-coupling reaction of arylboronic acids with α-diazoesters using molecular oxygen as the reoxidant gives E-α,β-diarylacrylates in good yields and very high E-to-Z selectivity.

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Key Words

unsaturated esters, enones, arylation, oxygen


ID: J54-Y2010-2810