Title of article
On the choice of Lewis acids for the Prins reaction; two total syntheses of (±)-Civet
Author/Authors
Freda K. Chio، نويسنده , , Julie Warne، نويسنده , , Damien Gough، نويسنده , , Mark Penny، نويسنده , , Sasa Green (née Martinovi?)، نويسنده , , Simon J. Coles، نويسنده , , Mike B. Hursthouse، نويسنده , , Peter Jones، نويسنده , , Lorraine Hassall، نويسنده , , Thomas M. McGuire، نويسنده , , Adrian P. Dobbs، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
18
From page
5107
To page
5124
Abstract
While developing new variations of the Prins cyclisation reaction, the effect of the choice of Lewis acid on the outcome of the reaction and the product(s) has been investigated, yielding hitherto unseen dihydropyran products in the Prins cyclisation reaction of homoallylic alcohols, and two new modifications of the reaction: the triflate-trapped Prins adduct and the Mukaiyama–Aldol–silyl-Prins reaction. Two of these methods are employed in two complementary total syntheses of the important perfumery compound, (±)-Civet.
Keywords
Prins reaction , Silyl-Prins reaction , Mukaiyama–Aldol–silyl-Prins reaction , pyran , Dihydropyran , Fluorinated pyran , Lewis acid , Civet
Journal title
Tetrahedron
Serial Year
2011
Journal title
Tetrahedron
Record number
1103413
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