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- W1973974787 abstract "We report the divergent effects of a 3a-methyl and 3a-phenyl substituent on the chemoselectivity and stereoselectivity of reduction of the enamide moiety of N-Boc-hexahydro-1H-indolin-5(6H)-ones. Under ionic reduction conditions (triethylsilane/trifluoroacetic acid) the enamide group of 3a-methyl-N-Boc-hexahydro-1H-indolin-5(6H)-one was reduced to afford exclusively a cis ring-fused product. For the 3a-phenyl substituted analogue more forcing conditions (sodium cyanoborohydride at pH 2–2.5) were required and resulted in the selective reduction of the enamide group to give a trans ring-fused product as well as reduction of the ketone group." @default.
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- W1973974787 date "2007-03-01" @default.
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- W1973974787 title "Stereoselective reductions of N-Boc-hexahydro-1H-indolin-5(6H)-ones" @default.
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- W1973974787 doi "https://doi.org/10.1016/j.tetlet.2007.01.078" @default.
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