Reduction of cinnamyl alcohol by fermenting baker's yeast proceeds with formal trans addition of hydrogen across the double bond, a pro-R hydrogen atom being introduced at position 2; (1S)-3-phenyl[1-2H1]pro- panol is obtained from [formyl-2H]cinnamaldehyde and from [1-2H2]cinnamyl alcohol under the same conditions.
C. Fuganti, D. Chiringhelli and P. Grasselli, J. Chem. Soc., Chem. Commun., 1975, 846b DOI: 10.1039/C3975000846B
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