Issue 35, 2018

Catalyst-dependent selectivity in sulfonium ylide cycloisomerization reactions

Abstract

Divergent catalysis is an emerging field whereby access to structurally diverse compounds from a common precursor is achieved through controlled reaction pathways. Herein we present an unusual example of π-acid catalyst dependent selectivity in the cycloisomerization of alkene-tethered sulfonium ylides. Computational mechanistic studies revealed how the ability of palladium to cycle through oxidation states largely controls the selectivity.

Graphical abstract: Catalyst-dependent selectivity in sulfonium ylide cycloisomerization reactions

Supplementary files

Article information

Article type
Edge Article
Submitted
26 Jun 2018
Accepted
17 Jul 2018
First published
25 Jul 2018
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2018,9, 7091-7095

Catalyst-dependent selectivity in sulfonium ylide cycloisomerization reactions

R. Oost, J. D. Neuhaus, A. Misale, R. Meyrelles, L. F. Veiros and N. Maulide, Chem. Sci., 2018, 9, 7091 DOI: 10.1039/C8SC02815J

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