✦ LIBER ✦

Total synthesis of (±)-Δ9(12)-capnellene via iterative intramolecular type-I-“Magnesium-ene” reactions

✍ Scribed by Wolfgang Oppolzer; Kurt Bättig

Publisher: Elsevier Science
Year: 1982
Tongue: French
Weight: 224 KB
Volume: 23
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)85683-x

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✦ Synopsis

The marine triquinane sesquiterpene A 9(12) -capnellene

(1) was synthesised from 2,2,5-trimethyl-5-hexenal

(2) by a sequence of 11 synthetic operations _ in 5% overall yield. The key steps 3 + 4 + 5 -f 6 involve two intramolecular type-I-"Mg-ene" processes.

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