Abstract
Sugar allyltin derivatives were applied in the synthesis of highly oxygenated hydrindane system. The transformation of organometallic derived from d-mannose into two diastereoisomeric bicyclo[4.3.0]nonenes with the trans geometry between both the rings was realized in a few well-defined steps. The functionalization of these synthons provided a wide range of polyhydroxylated hydrindane derivatives. The stereochemical aspects of these processes are discussed.
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