Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthetic Studies on Aromadendrane-Type Compounds. II.Stereoselective Synthesis of (+)-1, 2-Didehydroaromadendrane
Tetsuaki TANAKAYousuke FUNAKOSHIKenji UENAKAKimiya MAEDAHidenori MIKAMIYAMAChuzo IWATA
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JOURNAL FREE ACCESS

1994 Volume 42 Issue 6 Pages 1243-1246

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Abstract

The reactivity of the tricyclic enone, (+)-(1S, 2R, 4R, 7R)-3, 3, 7-trimethyltricyclo[6.3.0.02, 4]undec-8-en-10-one(1), obtained previously as the key intermediate for the synthesis of compounds bearing the aromadendrane uncleus was investigated, and a natural aromadendrane-type sesquiterpene, (+)-1, 2-didehydroaromadendrane (2), was synthesized via regio- and stereo-specific introduction of a methyl group at the C-11 position of 1 followed by reductive deoxygenation.

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© The Pharmaceutical Society of Japan
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