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Enantioselective synthesis of highly functionalised cyclohexanones starting from R-(−)-carvone

✍ Scribed by Tommi M. Meulemans; Gerrit A. Stork; Ben J.M. Jansen; Aede de Groot

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
189 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

Copper (I) catalysed conjugate addition of methylmagnesium iodide to R-(-)-carvone and trapping the enolate as its trimethylsilyl enol ether, followed by a trityl perchlorate (TrCI04) catalysed Mukaiyama-aldol reaction, is an efficient method for the preparation of highly functionalised cyclohexanones which can be used as starting compounds in the total syntheses of enantionaericallvpure clerodanes.

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Enantioselective synthesis of cadinanes
Enantioselective synthesis of cadinanes starting from R-(−)- or S-(+)-carvone
✍ Alexander V. Baranovsky; Ben J.M. Jansen; Tommi M. Meulemans; Aede de Groot 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 659 KB

A new enantioselective synthesis of cadinanes, using the Mukaiyama-Michael reaction, was developed starting from R-(-)-or S-(+)-carvone. This approach gives an easy and direct access to the cadinane skeleton and the scope proved to be complementary to a formylation-annelation sequence. The applicabi