6-endo Versus 5-exo radical cyclization: streamlined syntheses of carbahexopyranoses and derivatives by 6-endo-trig radical cyclization |
| |
Authors: | Ana M. Gó mez |
| |
Affiliation: | Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, 28006 Madrid, Spain |
| |
Abstract: | Three factors that can direct 6-endo radical cyclization over 5-exo ring closure: substitution at C-5, vinyl radical cyclization and ring strain, have been considered in the context of the preparation of carbapyranoses from carbohydrate derivatives. As a result, alkyl radicals in substrates containing a strain inducing 2,3-O-isopropylidene ring, and vinyl radical in non-strained compounds undergo a completely regioselective 6-endo-trig ring closure leading to carbasugar derivatives. |
| |
Keywords: | Radical cyclization 6-endo-trig 5-exo-trig Carbasugars Carbasugar C-glycosides Carbapyranoses |
本文献已被 ScienceDirect 等数据库收录! |
|