Journal
TETRAHEDRON
Volume 62, Issue 8, Pages 1743-1748Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.11.057
Keywords
Mukaiyama-Michael addition; carvone; chiral silyl enol ethers; C,D-trans steroid synthesis
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A chiral five-membered, silyl enol ether containing, steroid ring D precursor has been synthesized front carvone. This silyl enol ether has been applied in the synthesis of a chiral C17 functionalized steroid skeleton using the addition of a carbocation, generated with ZnBr2 from a Torgov reagent, followed by cyclization of the adduct by treatment with acid. (c) 2005 Elsevier Ltd. All rights reserved.
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