Novel method for the stereoselective formation of trans bicyclic ketones by way of oxidative radical cyclization

Authors
Takahashi, T Tomida, S Doi, T
Citation
T. Takahashi et al., Novel method for the stereoselective formation of trans bicyclic ketones by way of oxidative radical cyclization, SYNLETT, (5), 1999, pp. 644-646
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
5
Year of publication
1999
Pages
644 - 646
Database
ISI
SICI code
0936-5214(199905):5<644:NMFTSF>2.0.ZU;2-U
Abstract
The stereoselective formation of cyanohydrin 4 was achieved by radical cycl ization-oxygen trapping reaction of 5 into an intramolecular acrylic nitril e moiety. The cyanohydrin was used for ring closure reaction with a tosylat e, providing the bicyclic systems 1 and 2 with a trans ring fusion.