## Abstract As part of a project directed toward the total synthesis of the tetracyclic diterpene 3α‐hydroxy‐15‐rippertene, a constituent of the defense secretion of higher termites, a fast access to two advanced hydroazulene key intermediates has been achieved by starting from (–)‐isopulegol. A re
Hydroazulene derivatives, II. Enantioselective synthesis of the cyclopentanoid moiety
✍ Scribed by Schäfer, Hans-Jürgen ;Baringhaus, Karl-Heinz
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 446 KB
- Volume
- 1990
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
An enantioselective route to functionalized 3‐oxabicyclo‐[3.3.0]octane derivatives which can be used in hydroazulene synthesis is described. The configuration and conformation of the ketone 10 has been determined by ^1^H‐NMR spectroscopy and force‐field calculations.
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was subjected to enantioselective Sharpless bis(hydroxyl-
The synthesis of thc cnantiomcrically purc hcxahydropcntalene dcrivativcs 5a -5 c starting from the iridoid glucoside catalpol is described. The absolute configuration reported for (1 u,3ap,6ap)-1,2,3,3a.4.6a-hcxahydro-l-pentalenol (5d). which has been obtained by optical resolution, is confirmed by