Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 1997; 1997(11): 1261-1267
DOI: 10.1055/s-1997-1346
DOI: 10.1055/s-1997-1346
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
Stereoselectivity Control in Reactions of Tertiary 2-Oxacycloalkyl Radicals
Further Information
Publication History
Publication Date:
31 December 2000 (online)
![](https://www.thieme-connect.de/media/synthesis/199711/lookinside/thumbnails/10.1055-s-1997-1346-1.jpg)
The stereochemical outcome of reactions mediated by tertiary 1,3-dioxolan-4-yl and oxiranyl cyclic radicals has been investigated. The presence of a very bulky substituent next to the radical center has a remarkable syn directing effect. These stereoselectivities are rationalized by a model which takes into account radical pyramidalization, steric interactions between the substituents attached to the cycle and steric interactions with the incoming radical trap.
cyclic radicals - stereochemistry - asymmetric synthesis - model - pyramidalization