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
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