Abstract
Conformations of ring A in five 4,5-disubstituted 2,2-dimethyl[1,3]oxathiolanes fused at the 2- and 3-positions of 5α-cholestane (I–V) and two at the 3- and 4-positions (VI and VII) are studied by NMR spectroscopy in connection with the oxathiolano-ring closure of 2β,3α- rans-diaxial mercapto-ols with acetone. Evidence was obtained for skewed-boat conformations of ring A in the former two 2β,3α-derivatives (I and II) and for slightly distorted-chair conformations of ring A in the latter derivatives (V–VII).
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