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The reduction of 11a and 11b was much more sensitive to the quality of the catalyst. Slight contamination such as trace acid led to isolation of mostly rrans-reduced product. To obtain good stereoselectivity, the solvents used for preparation and washing of the zinc catalyst were of highest purity. The catalyst was not allowed to dry in air during preparation, and oxygen was excluded during the reduction. Interestingly, the reduction of 10b is not as sensitive and is much more forgiving, as it occurs with very high stereoselectivity.
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