Synthesis of (.+-.)- and (-)-Botryodiplodin Using Stereoselective Radical Cyclizations of Acyclic Esters and Acetals.
โ Scribed by Robert Nouguier; Stephane Gastaldi; Didier Stien; Michele Bertrand; Felix Villar; Olivier Andrey; Philippe Renaud
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 69 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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๐ SIMILAR VOLUMES
A general procedure for cyclopentane synthesis based on free-radical cyclization of thioacetals is described. This permits the rapid assembly, by intramolecular annulation, of various ring systems bearing useful functionality for use in total synthesis.
Alkanoate esters react with triethylsilyl perchlorate and trialkylamines at low temperature to yield 0-silylketene acetals. The 2 isomer is obtained in excellent yield. ## 1 Silylketene acetals find frequent application in carbon-carbon bond forming reactions. One approach to silylketene acetals