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Stereochemistry and mechanism of oxidative 1,4-addition of trifluoroacetamide to 2,3-dimethylbuta-1,3-diene

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Oxidative addition of trifluoroacetamide to 2,3-dimethylbuta-1,3-diene leads to N , N’ -[(2 E )-2,3-dimethylbut-2-ene-1,4-diyl]bis(trifluoroacetamide) and [(2 RS ,3 SR )- N -(2,3-dihydroxy-4-iodo-2,3-dimethylbutyl)trifluoroacetamide. A tentative mechanism is proposed. Click to show full abstract

Oxidative addition of trifluoroacetamide to 2,3-dimethylbuta-1,3-diene leads to N , N’ -[(2 E )-2,3-dimethylbut-2-ene-1,4-diyl]bis(trifluoroacetamide) and [(2 RS ,3 SR )- N -(2,3-dihydroxy-4-iodo-2,3-dimethylbutyl)trifluoroacetamide. A tentative mechanism is proposed.

Keywords: oxidative addition; addition trifluoroacetamide; trifluoroacetamide dimethylbuta; dimethylbuta diene

Journal Title: Mendeleev Communications
Year Published: 2017

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