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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.
📜 SIMILAR VOLUMES
The author regrets that structure 15 in the above paper was inadvertently drawn incorrectly. The correct structure is shown below.
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