S. Ianelli, M. Nardelli, D. Belletti
Sep 15, 1995
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Journal
Acta Crystallographica Section C-crystal Structure Communications
Abstract
The configurations at the ring junctions of the tricyclic pyrans (1RS,2SR,6RS,7RS,8RS)-6,7-dihydroxy-3-oxatricyclo[6.6.0.0 2,7 ]tetradec-1-yl acetate, C 15 H 24 O 5 , and (1RS,2RS,6SR,7SR,8RS)-6,7-dihydroxy-3-oxatricyclo[6.6.0.0 2,7 ]tetradec-1-yl acetate monohydrate, C 15 H 24 O 5 .H 2 O, indicate that, in the reactions leading to these compounds, hydroxylation always takes place on the less hindered side of the substrate, and that the heterocycle exerts greater steric hindrance than the carbocycle. The structures and conformations of the two stereoisomers and their hydrogen bonding are discussed.