TOTAL SYNTHESIS OF HALICHONDRINS - ENANTIOSELECTIVE CONSTRUCTION OF AHOMOCHIRAL TETRACYCLIC KLMN-RING INTERMEDIATE FROM D-MANNITOL

Citation
E. Difranco et al., TOTAL SYNTHESIS OF HALICHONDRINS - ENANTIOSELECTIVE CONSTRUCTION OF AHOMOCHIRAL TETRACYCLIC KLMN-RING INTERMEDIATE FROM D-MANNITOL, Tetrahedron letters, 34(20), 1993, pp. 3247-3250
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
34
Issue
20
Year of publication
1993
Pages
3247 - 3250
Database
ISI
SICI code
0040-4039(1993)34:20<3247:TSOH-E>2.0.ZU;2-5
Abstract
An efficient strategy exploiting C2 symmetry and featuring diastereose lective conjugate addition of Li2Me2CuCN to a gamma-alkoxy-alpha,beta- unsaturated acylsilane and diastereoselective spiroketalization provid es a key tetracyclic KLMN-ring intermediate for halichondrin B from D- mannitol.