The conversion of fucosterol epoxide (1) into desmosterol (2), by the cell-free preparation obtained from the guts of larvae of the silkworm, Bombyx mori, is stereospecific, where the isopropyl pro-R and pro-S methyl groups of (1) turn stereospecifically into (E)- and (Z)-methyl groups, respectively, of (2).
Y. Fujimoto, Y. Ikuina and K. Kakinuma, J. Chem. Soc., Chem. Commun., 1989, 464 DOI: 10.1039/C39890000464
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