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

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.

SUBMITTER: Wasa M

PROVIDER: S-EPMC2841429 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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

Wasa Masayuki M Engle Keary M KM Yu Jin-Quan JQ

Journal of the American Chemical Society 20100301 11

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. ...[more]

PMID: 20187642

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