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. 2010 Mar 24;132(11):3680-1.
doi: 10.1021/ja1010866.

Pd(II)-catalyzed olefination of sp3 C-H bonds

Masayuki Wasa  1 , Keary M Engle, Jin-Quan Yu
Affiliations

Pd(II)-catalyzed olefination of sp3 C-H bonds

Masayuki Wasa et al. J Am Chem Soc. .

Abstract

The first Pd(II)-catalyzed sp(3) C-H olefination reaction has been developed using N-arylamide directing groups. Following olefination, the resulting intermediates were found to undergo rapid 1,4-addition to give the corresponding gamma-lactams. Notably, this method was effective with substrates containing alpha-hydrogen atoms and could be applied to effect methylene C-H olefination of cyclopropane substrates.

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Figures

Scheme 1
Scheme 1
Pd-Catalyzed C–H Olefination Reactions
See this image and copyright information in PMC

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