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The synthesis of the africane-type sesquiterpenoid, 1,5,8,8-tetramethyl-tricyclo[8,1,0,02,6]undec-5-en-9-ol-4-one

✍ Scribed by Ian Bryson; Jerzy A. Mlotkiewicz; James S. Roberts

Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
95 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis

One of the alcohols derived from rearrangement of humulene-4,5epoxlde has been converted into a keto-alcohol, the angelate ester of which is a naturally-occurring sesquiterpenoid.

Recently Bohlmann and Zderol reported the isolation and structural elucidation of the interesting sesquiterpenoid, 8B-angeloyloxy-senoxyri-

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✍ Kazuyuki Yano πŸ“‚ Article πŸ“… 1974 πŸ› Elsevier Science 🌐 French βš– 101 KB

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✍ Gleiter, Rolf ;Staib, Michael ;Ackermann, Uwe πŸ“‚ Article πŸ“… 1995 πŸ› John Wiley and Sons 🌐 English βš– 785 KB

## Abstract The synthesis of 5,5,10,10‐tetramethyl‐1‐oxacyclotridecan‐6,7,8,9‐tetrone (12) was achieved via a multistep procedure involving an oxidation known as the Rubottom reaction. The key intermediates were the dialdehyde (25), the diacid (33), the cyclic diketone (39) and the bis(silyl enol e