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Org Lett. 2017 Oct 06;19(19):5474-5477. doi: 10.1021/acs.orglett.7b02801. Epub 2017 Sep 18.

Direct Palladium-Catalyzed Carbonylative Transformation of Allylic Alcohols and Related Derivatives.

Organic letters

Fu-Peng Wu, Jin-Bao Peng, Lu-Yang Fu, Xinxin Qi, Xiao-Feng Wu

Affiliations

  1. Department of Chemistry, Zhejiang Sci-Tech University , Hangzhou, Zhejiang 310018, People's Republic of China.
  2. Leibniz-Institut für Katalyse e.V. an der, Institution Universität Rostock , Albert-Einstein-Straße 29a, Rostock 18059, Germany.

PMID: 28921991 DOI: 10.1021/acs.orglett.7b02801

Abstract

A direct, palladium-catalyzed, carbonylative transformation of allylic alcohols for the synthesis of β,γ-unsaturated carboxylic acids has been developed. With formic acid as the CO source, various allylic alcohols were conveniently transformed into the corresponding β,γ-unsaturated carboxylic acids with excellent linear and (E)-selectivity. The reaction was performed under mild conditions; toxic CO gas manipulation and high-pressure equipment were avoided in this procedure.

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