Tandem [2,3]sigmatropic rearrangement of a sulphonium ylide and cyclopropanation of the resulting electron-rich olefin on a 4-methoxy-2-pyrone derivative

P. de March, M. Moreno-Manas, I. Ripoll, F. Florencio, S. García-Blanco, S. Martinez-Carrera

Research output: Contribution to journalArticleResearchpeer-review

6 Citations (Scopus)

Abstract

Rhodium catalyzed reaction of 4-methoxy-6-phenylthiomethyl-2-pyrone with dimethyldiazomalonate affords 5-(bis(methoxycarbonyl))(phenylthio)methyl-4-methoxy-6-methylene-5,6- -dihydro-2-pyrone via [2,3]sigmatropic rearrangement of the corresponding sulphur ylide. Cyclopropanation of the 6-methylene double bond occurs by the less hindered side. © 1986.
Original languageEnglish
Pages (from-to)3673-3674
JournalTetrahedron Letters
Volume27
Issue number31
DOIs
Publication statusPublished - 1 Jan 1986

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