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The osmylation of flexible 3-substituted cyclopentenes
Authors:Giovanni Poli
Institution:

Institut de Chimie Organique, Université de Lausanne 2, Rue de la Barre, 1005, Lausanne Switzerland

Abstract:The osmylation of several 3-substituted cyclopentenes has been studied. A preference for OsO4 addition syn to an allylic CHR2 substituent is observed. By contrast, bulkier substituents of type CMeR2 give rise to a striking reversal of selectivity. These results are interpreted in terms of the stereodivergent nature of the two differently reactive envelope conformations.
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