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ChemInform Abstract: Approach to the Synthesis of Enantiomerically Pure Chatancin. Part 1. Synthesis of (1R,2S,6S,7R,8S,3′S)-2-(4′-Benzyloxy-3′-methylbutoyl)-7- hydroxy-8-isopropyl-1-methylbicyclo(4.4.0)decan-4-one.

✍ Scribed by W. D. AICHBERGER; J. AIGNER; E. GOESSINGER; K. GRUBER; G. MENZ

Book ID
112021241
Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
26
Category
Article
ISSN
0931-7597

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Synthesis of the chiral bicyclic ketone mentioned in the title starting from Rcarvone, and its elaboration to 7-epibakkenolide-A is described. Conjugate addition of dimethyl copperlithium to R-carvone followed by alkylation of the intermediate enolate generated the allylated compound 6, which was tr