C. Gravier-Pelletier and Y. Le Merrer Pages 1 - 13 ( 13 )
Efficient and total synthesis of enantiopure cyclitols with a C6, C7 or C8 ring as framework and related aminocyclitols, including polyhydroxylated octahydroindoles and decahydroquinolines are reported from C2-symmetrical bis-epoxides derived from D-mannitol. The described strategy permits access to various configurations of these scaffolds.
Carbacycles, aminocyclitols, epoxide opening, ring closing metathesis, Brook rearrangement, reductive amination
Universite Paris Descartes, UMR 8601-CNRS, Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, 45 rue des Saints-Peres, 75270 Paris Cedex 06, France.