Article ID Journal Published Year Pages File Type
5213211 Tetrahedron 2016 5 Pages PDF
Abstract

An efficient five-step synthesis of muricadienin-d2 has been successfully developed for the first time. A partially deuterated naturally occurring acetogenin analog has been obtained in 58% yield via the Ti-catalyzed cross-cyclomagnesiation reaction of the oxygen-containing 1,2-dienes and terminal aliphatic 1,2-dienes with EtMgBr. Incorporation of two deuteriums at positions 14 and 17 occurs during the D2O treatment of the in situ generated magnesacyclopentane.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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