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A stereoselective total synthesis of Δ9-progesterone via an intramolecular cycloaddition reaction

✍ Scribed by Hideo Nemoto; Mitsuo Nagai; Keiichiro Fukumoto; Tetsuji Kametani

Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
190 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis

A stereoselective total synthesis of 9(10) 19-nor-n -progesterone (14) was achieved through des-A B-aromatic steroid (3) which was

📜 SIMILAR VOLUMES

Total synthesis of (±)-Δ9(12)-capnellene
Total synthesis of (±)-Δ9(12)-capnellene via iterative intramolecular type-I-“Magnesium-ene” reactions
✍ Wolfgang Oppolzer; Kurt Bättig 📂 Article 📅 1982 🏛 Elsevier Science 🌐 French ⚖ 224 KB

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.