All four stereoisomers of 20,22-epoxycholesterol were synthesized from (20E)-cholesta-5,20(22)-dien-3β-ol. The configurational assignments were based on the analogy with the corresponding 5,6-dihydro-derivatives, prepared by stereochemically unequivocal routes.
K. Bannai, M. Morisaki and N. Ikekawa, J. Chem. Soc., Perkin Trans. 1, 1976, 2116 DOI: 10.1039/P19760002116
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