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Highly Stereocontrolled Synthesis of <i>g</i><i>em</i>-Difluoromethylenated Azasugars: d- and l-1,4,6-Trideoxy-4,4-difluoronojirimycin

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d-1,4,6-Trideoxy-4,4-difluoronojirimycin and l-1,4,6-trideoxy-4,4-difluoronojirimycin, a novel series of gem-4,4-difluoromethylenated azasugars, were synthesized from CF3CH2OH in 10 steps. A key step was the highly diastereoselective construction of the piperidine ring via reductive amination.

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2016-05-06
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