Stereochemical studies on the preparation and subsequent reductive cleavage of 1,2-dioxolanes. Application to the synthesis of (±)-yashabushitriol

Ken S. Feldman; Robert E. Simpson

doi:10.1016/S0040-4039(01)93404-5

Stereochemical studies on the preparation and subsequent reductive cleavage of 1,2-dioxolanes. Application to the synthesis of (±)-yashabushitriol

Ken S. Feldman, Robert E. Simpson

Chemistry

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47 Scopus citations

Abstract

(E)-Selective oxygenation of 1,2-disubstituted alkenylcyclopropanes, and subsequent SmI ₂ mediated cleavage of the 1,2-dioxolane products with retention of stereochemistry, leads to a concise synthesis of the plant metabolite (±)-yashabushitriol.

Original language	English (US)
Pages (from-to)	6985-6988
Number of pages	4
Journal	Tetrahedron Letters
Volume	30
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(01)93404-5
State	Published - Jan 1 1989

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)93404-5

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abstract = " (E)-Selective oxygenation of 1,2-disubstituted alkenylcyclopropanes, and subsequent SmI 2 mediated cleavage of the 1,2-dioxolane products with retention of stereochemistry, leads to a concise synthesis of the plant metabolite (±)-yashabushitriol.",

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AU - Simpson, Robert E.

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N2 - (E)-Selective oxygenation of 1,2-disubstituted alkenylcyclopropanes, and subsequent SmI 2 mediated cleavage of the 1,2-dioxolane products with retention of stereochemistry, leads to a concise synthesis of the plant metabolite (±)-yashabushitriol.

AB - (E)-Selective oxygenation of 1,2-disubstituted alkenylcyclopropanes, and subsequent SmI 2 mediated cleavage of the 1,2-dioxolane products with retention of stereochemistry, leads to a concise synthesis of the plant metabolite (±)-yashabushitriol.

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IS - 50

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Stereochemical studies on the preparation and subsequent reductive cleavage of 1,2-dioxolanes. Application to the synthesis of (±)-yashabushitriol

Abstract

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