Sugar allyltins in the synthesis of carbohydrate mimics. Study on the cis-hydroxylation of the bicyclo[4.3.0]nonenes derived from d-mannose |
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Authors: | Anna Błońska Piotr Cmoch Sławomir Jarosz |
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Affiliation: | Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44, 01-224 Warszawa, Poland |
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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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