Lewis acid mediated (3 + 2) cycloadditions of donor-acceptor cyclopropanes with heterocumulenes

Alexander F.G. Goldberg, Nicholas R. O'Connor, Robert A. Craig, Brian M. Stoltz

Research output: Contribution to journalArticlepeer-review

137 Scopus citations

Abstract

Isocyanates, isothiocyanates, and carbodiimides are effective substrates in (3 + 2) cycloadditions with donor-acceptor cyclopropanes for the synthesis of five-membered heterocycles. These reactions exhibit a broad substrate scope, high yields, and well-defined chemoselectivity. Discussed herein are the implications of Lewis acid choice on the stereochemical outcome and the reaction mechanism.

Original languageEnglish
Pages (from-to)5314-5317
Number of pages4
JournalOrganic Letters
Volume14
Issue number20
DOIs
StatePublished - 19 Oct 2012
Externally publishedYes

Fingerprint

Dive into the research topics of 'Lewis acid mediated (3 + 2) cycloadditions of donor-acceptor cyclopropanes with heterocumulenes'. Together they form a unique fingerprint.

Cite this