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It is known that activated Raney nickel can reduce ketones; see: (a) Takahashi, T.; Kitano, K.; Hagi, T.; Nihomantsu, H. Chem. Lett. 1989, 597. (b) Caubére, P.; Coutrut, P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds; Pergamon: New York, 1991; Vol. 8, Chapter 4.3 and references given therein.
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It is known that activated Raney nickel can reduce ketones; see: (a) Takahashi, T.; Kitano, K.; Hagi, T.; Nihomantsu, H. Chem. Lett. 1989, 597. (b) Caubére, P.; Coutrut, P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds; Pergamon: New York, 1991; Vol. 8, Chapter 4.3 and references given therein.
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26
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0345177189
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note
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Attachment of allylmercaptan to the bromide can be carried out more efficiently (in approximately 85% yield) if the pyrone hydroxyl is protected prior to the reaction as the PMB ether, although this protocol introduces two additional steps into the synthesis.
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