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Corey mentioned the stereoselectivity in the hydrogenation of a 8-methylene-trans-decalone like 87 in footnote 12 of ref. 45 and stated that good selectivity would not be expected, since the cyclohexane ring containing the exocyclic olefin would be distorted out of the usual chair conformation as a result of steric interaction between the 1,3-diaxial methyl groups and two faces of the alkene would be nearly equally accessible. However, the contribution of TMS group to the selectivity in the case of 85 is obvious.
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