Issue 17, 2017

6-exo-trig Michael addition-lactonizations for catalytic enantioselective chromenone synthesis

Abstract

The catalytic enantioselective 6-exo-trig Michael addition-lactonization of enone-acid substrates to form cis-chromenones with high diastereo- and enantiocontrol was developed using the commercially available isothiourea tetramisole. An acidic workup proved necessary to minimize product epimerization and maximize product er, providing cis-chromenones in excellent yield, and with excellent diastereo- and enantioselectivity.

Graphical abstract: 6-exo-trig Michael addition-lactonizations for catalytic enantioselective chromenone synthesis

Supplementary files

Article information

Article type
Communication
Submitted
23 Dec 2016
Accepted
18 Jan 2017
First published
19 Jan 2017
This article is Open Access
Creative Commons BY license

Chem. Commun., 2017,53, 2555-2558

6-exo-trig Michael addition-lactonizations for catalytic enantioselective chromenone synthesis

R. M. Neyyappadath, D. B. Cordes, A. M. Z. Slawin and A. D. Smith, Chem. Commun., 2017, 53, 2555 DOI: 10.1039/C6CC10178J

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