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Enantiospecific synthesis of 8-epipuupehedione from (R)-(−)-carvone

✍ Scribed by Soumen Maiti; Sujaya Sengupta; Chandana Giri; Basudeb Achari; Asish Kr Banerjee


Book ID
104230227
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
98 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


An enantiospecific synthesis of the antitumor marine sponge metabolite puupehedione (2a) and its C 8 -epimer 2b as their methylenedioxy derivatives 8a and 8b was achieved through concomitant O-allyl deprotection and electrocyclization of 20 derived from (-)-carvone.


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ChemInform Abstract: Enantiospecific Syn
✍ Soumen Maiti; Sujaya Sengupta; Chandana Giri; Basudeb Achari; Asish Kr. Banerjee 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 2 views

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An enantiospecific approach to thapsanes
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The ®rst enantiospeci®c synthesis of a thapsane, containing three contiguous quaternary carbon atoms, is accomplished starting from R-carvone. An intramolecular alkylation and an intramolecular diazoketone cyclopropanation reaction were employed for the stereo-and regiospeci®c generation of three co