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Regio- and Stereoselective Functionalizations of Tricyclo [3.3.0.02,8]octan-3-one, a Potential Synthon for Polycyclopentanoid Terpenes and Prostacyclin Analogs. Preliminary Communication

✍ Scribed by Martin Demuth; Sosale Chandrasekhar; Koichi Nakano; Palaykotai R. Raghavan; Kurt Schaffner

Publisher
John Wiley and Sons
Year
1980
Tongue
German
Weight
315 KB
Volume
63
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Chemical transformation of tricyclo [3.3.0.0^2,8^]octan‐3‐one (1) have been carried out in order to explore its potential utility as a versatile synthon for polycyclopentanoid terpenes and prostacyclin analogs. Various functionalizations of rings A and B and annulation of a third ring C were achieved in generally high yields. The system provides for a large measure of regio‐ and stereoselective reaction control.

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Photochemical High-yield Preparation of
Photochemical High-yield Preparation of Tricyclo [3.3.0.02,8]octan-3-ones. Potential Synthons for Polycyclopentanoid Terpenes and Prostacyclin Analogs. Preliminary Communication
✍ Martin Demuth; Palaykotai R. Raghavan; Charles Carter; Koichi Nakano; Kurt Schaf 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 German ⚖ 362 KB

## Abstract Three‐step syntheses and the resolution into the enantiomers are reported for the tricyclo[3.3.0.0^2,8^]octan‐3‐ones **7–9**, which are destined to serve as synthons for polycyclopentanoid terpenes and prostacyclin analogs. Routine overall yields of __ca.__ 75% for **7**, 40% for **8**,