A versatile strategy for the synthesis of 2,6-disubstituted dihydropyranones

Hua Wang, Brian J. Shuhler, Ming Xian

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Abstract

(Chemical Equation Presented) A concise synthesis of 2,6-disubstituted dihydropyranones was developed. This sequence is based on the Smith three-component dithiane linchpin coupling strategy. By simply switching the order of epoxide addition in the linchpin coupling step, two analogous dihydropyranones were prepared in good yield from the same starting materials. This sequence allows for considerable flexibility in the nature of R1 and R2 groups, which facilitates the preparation of a diverse array of 2,6-disubstituted dihydropyranones.

Original languageEnglish (US)
Pages (from-to)4280-4283
Number of pages4
JournalJournal of Organic Chemistry
Volume72
Issue number11
DOIs
Publication statusPublished - May 25 2007

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ASJC Scopus subject areas

  • Organic Chemistry

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