Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Direct Catalytic Asymmetric Aldol Addition of an α-CF3 Amide to Arylglyoxal Hydrates

Direct Catalytic Asymmetric Aldol Addition of an α-CF3 Amide to Arylglyoxal Hydrates
Hidetoshi Noda, Masakatsu Shibasaki, Naoya Kumagai, Akinobu Matsuzawa
Direct asymmetric aldol addition of an α-CF3 amide to arylglyoxal hydrates was promoted by a chiral catalyst comprising a soft Lewis acidic Cu(I), a chiral bisphosphine ligand, and DBU. The 7-azaindoline moiety of the amide facilitates its enolization and stabilizes the thus-generated Cu enolate, furnishing enantioenriched aldol adducts.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01381

DOI: 10.1021/acs.joc.7b01381

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