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

Akinobu Matsuzawa, Hidetoshi Noda, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)8304-8308
Number of pages5
JournalJournal of Organic Chemistry
Volume82
Issue number15
DOIs
Publication statusPublished - 2017 Aug 4
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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