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Issue 33, 2017
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“On water” catalytic enantioselective sulfenylation of deconjugated butyrolactams

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Abstract

The first catalytic enantioselective α-sulfenylation of deconjugated butyrolactams has been developed using dimeric cinchona alkaloids as catalysts in a water-enriched reaction medium. Highly substituted and densely functionalized γ-lactams, bearing a quaternary stereogenic center, are produced with up to 99.5 : 0.5 er. The applicability of the same catalyst system for the enantioselective α-selenylation and formal vinylogous γ-hydroxylation of deconjugated butyrolactam has also been described.

Graphical abstract: “On water” catalytic enantioselective sulfenylation of deconjugated butyrolactams

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Supplementary files

Article information


Submitted
12 Jul 2017
Accepted
18 Jul 2017
First published
18 Jul 2017

Org. Biomol. Chem., 2017,15, 6921-6925
Article type
Paper

“On water” catalytic enantioselective sulfenylation of deconjugated butyrolactams

S. J. Singha Roy and S. Mukherjee, Org. Biomol. Chem., 2017, 15, 6921
DOI: 10.1039/C7OB01714F

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