Issue 33, 2017

“On water” catalytic enantioselective sulfenylation of deconjugated butyrolactams

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

Supplementary files

Article information

Article type
Paper
Submitted
12 juil. 2017
Accepted
18 juil. 2017
First published
18 juil. 2017

Org. Biomol. Chem., 2017,15, 6921-6925

“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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