4.7 Article

Stereoselective synthesis of anti-α-(difluoromethyl)-β-amino alcohols by boronic acid based three-component condensation.: Stereoselective preparation of (2S,3R)-difluorothreonine

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JOURNAL OF ORGANIC CHEMISTRY
卷 67, 期 11, 页码 3718-3723

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AMER CHEMICAL SOC
DOI: 10.1021/jo011116w

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  1. NIGMS NIH HHS [GM 45970] Funding Source: Medline

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Starting from optically active 3,3-difluorolactaldehyde, an alkenyl or aryl boronic acid, and an amine, a one-step three-component methodology was developed for the stereoselective preparation of anti-alpha-(difluoromethyl)-beta-amino alcohols. beta-Furyl-substituted anti-alpha-(difluoromethyl)-beta-amino alcohol was further elaborated to form (2S,3R)-difluorothreonine in high yield and ee.

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