Stereoselective olefin cyclization mediated by the selenyl group; direct formation of a selenyl caparrapi oxide

Abstract
By acid-catalysed cyclization of 10-phenylseleno-3,7,11-trimethyldodeca-1,6-diene-3,11-diol (1), 3β-phenylselenocaparrapi oxide (5) was obtained stereoselectively as a mixture with its C-8 epimer, together with 5-(1,5-dimethyl-1-phenylselenohex-4-enyl)-2-methyl-2-vinyltetrahydrofuran (6).

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