The reaction of 2-benzylidenecyclohexanone (II) with borane has been investigated. Three asymmetric cenres were generated in a stereospecific manner in fair yield. The mechanism and stereochemistry of the reaction are discussed. The reduction of 2-hydroxy(phenyl)methylcyclohexanone (I) with borane has been also studied. The relative configurations of (I) and those of its reduction products have been determined.
E. Dunkelblum and D. Hoffer, J. Chem. Soc., Perkin Trans. 1, 1973, 1707 DOI: 10.1039/P19730001707
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