Diastereoselective synthesis of highly functionalized cis-1-oxadecalines via 6-endo-tet-cyclizations of 2-C-branched sugars†
Abstract
Zinc mediated Barbier reaction of 4-chloro-2-eno-C-allyl pyranoside with aryl aldehydes provided benzylic alcoholic products which underwent FeCl3 catalyzed highly stereoselective 6-endo-tet cyclization giving access to functionalized cis-1-oxadecalins at room temperature.