𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of Reactive Intermediates for Natural Cyclopentane Derivatives from (−)-Quinic Acid: Preparation of 11α-hydroxy-13-oxaprostanoic acid

✍ Scribed by Jean-Claude Barrière; Angèle Chiaroni; Jeanine Cléophax; Stephan D. Géro; Claude Riche; Mare Vuilhorgne


Publisher
John Wiley and Sons
Year
1981
Tongue
German
Weight
242 KB
Volume
64
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

We describe a flexible, stereocontrolled synthesis of enantiomerically pure substituted cyclopentenes and cyclopentanes ‐ including 11α‐hydroxy‐13‐oxaprostanoic acid 20 ‐ (−)‐quinic acid via an acyclic precursor 6 by an intramolecular aldolisation‐dehydration reaction.