Addition of allylstannanes to glycal epoxides. A diastereoselective approach to β-C-glycosidation
作者:David A. Evans、B. Wesley Trotter、Bernard Côté
DOI:10.1016/s0040-4039(98)00138-5
日期:1998.3
A new method for the synthesis of beta-C-allyl glycosides has been developed for use in the synthesis of the spongipyran macrolides. Functionalized dihydropyrans are transformed to cia tetrahydropyrans via a two step process: i) epoxidation using dimethyldioxirane and ii) Lewis acid mediated epoxide opening with allylstannanes as nucleophiles. This protocol, which can be successfully applied to complex systems, augments the limited body of methodology available for the preparation of beta-configured C-glycosides. (C) 1998 Elsevier Science Ltd. All rights reserved.
Evans, David A.; Trotter, B. Wesley; Cote, Bernard, Angewandte Chemie - International Edition, 1997, vol. 36, p. 2741 - 2744
作者:Evans, David A.、Trotter, B. Wesley、Cote, Bernard、Coleman, Paul J.