The oxidation of ent-kaur-16-en-19-ol (2) by a microsomal enzyme preparation from M. macrocarpus seeds proceeds with sterospecific loss of the C-19 hydrogen atom in (2) which appears at higher field in the n.m.r. spectrum and is assigned the pro-R configuration.
P. F. Sherwin and R. M. Coates, J. Chem. Soc., Chem. Commun., 1982, 1013 DOI: 10.1039/C39820001013
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