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Scientific article
Letter
English

Application of the intramolecular magnesium-ene reaction to the stereocontrolled total syntheses of (±)-12-acetoxysinularene and (±)-5-epi-12-acetoxysinularene

Published inTetrahedron letters, vol. 25, no. 8, p. 825-828
Publication date1984
Abstract

The sesquiterpene (±)-12-acetoxysinularene (1) and its C(5)-epimer (13) were each synthesized stereoselectively from the norbornyl-iodoacetal 7 in 5% and 7% overall yields. The critical step (10) → (11) involves the regio- and stereoselective “magnesium-ene” reaction (6) → (5).

eng
Citation (ISO format)
VON OPPOLZER, Wolfgang, BEGLEY, Tadhg, ASHCROFT, Alison Elisabeth. Application of the intramolecular magnesium-ene reaction to the stereocontrolled total syntheses of (±)-12-acetoxysinularene and (±)-5-epi-12-acetoxysinularene. In: Tetrahedron letters, 1984, vol. 25, n° 8, p. 825–828. doi: 10.1016/S0040-4039(01)80037-X
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ISSN of the journal0040-4039
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