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Synthesis of Scaffolds with Glycomimetic Structures

[ Vol. 4 , Issue. 1 ]

Author(s):

C. Gravier-Pelletier and Y. Le Merrer   Pages 1 - 13 ( 13 )

Abstract:


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.

Keywords:

Carbacycles, aminocyclitols, epoxide opening, ring closing metathesis, Brook rearrangement, reductive amination

Affiliation:

Universite Paris Descartes, UMR 8601-CNRS, Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, 45 rue des Saints-Peres, 75270 Paris Cedex 06, France.



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