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Diastereoselective synthesis of spiroketals via radical cyclization.

✍ Scribed by V. Dalla; P. Pale

Book ID
104214773
Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
245 KB
Volume
33
Category
Article
ISSN
0040-4039

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✦ Synopsis

Abstmct: Electtvphilic addition of unsatntmted alcohols to 2-methyiene-3,4-qox~~olan,~ 1. followed by radical mediated eydiraton pmidcs a short and diastetvos&ctive synthesis $-on&i&

spir&talr.

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