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Issue 25, 2019
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Synthesis of β-sulfinyl cyclobutane carboxylic amides via a formal α to β sulphoxide migration process

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Abstract

An original tandem reaction consisting of a thermal elimination–addition process was developed. Highly substituted β-sulfinyl cyclobutane carboxylic acid derivatives were obtained from isomeric α-sulfinyl derivatives in a single operation in good to high yields and with high trans diastereoselectivity.

Graphical abstract: Synthesis of β-sulfinyl cyclobutane carboxylic amides via a formal α to β sulphoxide migration process

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Article information


Submitted
02 Apr 2019
Accepted
03 Jun 2019
First published
03 Jun 2019

Org. Biomol. Chem., 2019,17, 6143-6147
Article type
Communication

Synthesis of β-sulfinyl cyclobutane carboxylic amides via a formal α to β sulphoxide migration process

L. Ghisu, N. Melis, L. Serusi, A. Luridiana, F. Soddu, F. Secci, P. Caboni, R. Guillot, D. J. Aitken and A. Frongia, Org. Biomol. Chem., 2019, 17, 6143
DOI: 10.1039/C9OB00758J

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