Issue 75, 2015

An asymmetric alkynylation/hydrothiolation cascade: an enantioselective synthesis of thiazolidine-2-imines from imines, acetylenes and isothiocyanates

Abstract

A multicomponent reaction between imines, terminal alkynes, and isothiocyanates in the presence of a catalytic chiral copper–pybox complex proceeds enantioselectively to give enantiopure thiazolidine-2-imines (60–99% ee) via a highly regioselective intramolecular 5-exo-dig hydrothiolation reaction.

Graphical abstract: An asymmetric alkynylation/hydrothiolation cascade: an enantioselective synthesis of thiazolidine-2-imines from imines, acetylenes and isothiocyanates

Supplementary files

Article information

Article type
Communication
Submitted
07 Jul 2015
Accepted
28 Jul 2015
First published
29 Jul 2015

Chem. Commun., 2015,51, 14215-14218

Author version available

An asymmetric alkynylation/hydrothiolation cascade: an enantioselective synthesis of thiazolidine-2-imines from imines, acetylenes and isothiocyanates

A. Ranjan, A. Mandal, S. G. Yerande and D. H. Dethe, Chem. Commun., 2015, 51, 14215 DOI: 10.1039/C5CC05549K

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