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ChemInform Abstract: Diastereoselective Radical Cyclization of Bromoacetals: Efficient Synthesis of (.+-.)-Botryodiplodin.

✍ Scribed by Felix Villar; Olivier Andrey; Philippe Renaud

Book ID
101886140
Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Diastereoselective Radical Cyclization of Bromoacetals: Efficient Synthesis of (Β±)-Botryodiplodin.

-Key step in the stereoselective route to title compound (V) is the radical cyclization (Ueno-Stork reaction) of bromoacetal (I). -(VILLAR, FELIX; ANDREY, OLIVIER; RENAUD,

πŸ“œ SIMILAR VOLUMES

Diastereoselective radical cyclization o
Diastereoselective radical cyclization of bromoacetals: Efficient synthesis of (Β±)-botryodiplodin
✍ FeΒ΄lix Villar; Olivier Andrey; Philippe Renaud πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 191 KB

A stereoselective synthesis of (\_)-botryodiplodin is presented. The key reaction is a radical cyc|ization of a bromoacetal (Ueno-Stork reaction). The stereogenic acetal center has been used to control the stereoselectivity of the process: the difficulty in controlling the stereochemistry at C(3) of