Issue 20, 2018

Pd(ii)-Catalyzed asymmetric 1,6-conjugate addition of arylboronic acids to Meldrum's acid-derived dienes

Abstract

A Pd(II)-catalyzed asymmetric 1,6-addition of arylboronic acids to Meldrum's acid-derived dienes was developed. A new substituted In-Pyrox ligand was designed to enable this reaction with high enantioselectivity via a remote steric effect. A series of Meldrum's acid-derived dienes and arylboronic acids were tolerable to the reaction conditions, giving the desired adducts in moderate to high yields with good enantioselectivities (up to 96% ee). This reaction provides the first method of Pd(II)-catalyzed asymmetric 1,6-conjugate addition of arylboron.

Graphical abstract: Pd(ii)-Catalyzed asymmetric 1,6-conjugate addition of arylboronic acids to Meldrum's acid-derived dienes

Supplementary files

Article information

Article type
Communication
Submitted
20 Jan 2018
Accepted
13 Feb 2018
First published
13 Feb 2018

Chem. Commun., 2018,54, 2522-2525

Pd(II)-Catalyzed asymmetric 1,6-conjugate addition of arylboronic acids to Meldrum's acid-derived dienes

S. Chen, L. Wu, Q. Shao, G. Yang and W. Zhang, Chem. Commun., 2018, 54, 2522 DOI: 10.1039/C8CC00493E

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