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A Novel Pentannulation Sequence. Facile Access to Key Intermediates for the Synthesis of Exaltone® and Muscone

✍ Scribed by Charles Fehr

Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
381 KB
Volume
66
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Treatment of the sulfonyl ketones 1a and 1b with potassium t‐butoxide in toluene or with potassium hydroxide in toluene/dimethyl sulfoxide affords in high yield the bicyclic dienes 3a and 3b, important precursors for Exaltone® and (±)‐muscone. An application of this novel pentannulation sequence is demonstrated for the sulfonyl ketones 6, 10, and 14. An intermolecular variant is exemplified by the synthesis of diene 22.

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