Volume 27, Issue 23
Natural Products
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ChemInform Abstract: Bridged to Fused Ring Interchange. The Total Synthesis of (.+-.)-Ledol.

S. L. II GWALTNEY

S. L. II GWALTNEY

Univ. Calif., Irvine, CA 92717, USA

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K. J. SHEA

K. J. SHEA

Univ. Calif., Irvine, CA 92717, USA

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First published: June 4, 1996

Abstract

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ChemInform Abstract

The type two intramolecular Diels-Alder reaction of the triene (I) followed by a bridged to fused ring interchange sequence provides an efficient stereoselective route to fused 5,7-ring systems, e.g. (VIII). Compound (VIII) is a useful precursor of the antifungal sesquiterpene (.+-.)-ledol (IX).

chemical structure image

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