Phosphorodiamidic acid as a novel structural motif of Brønsted acid catalysts for direct Mannich reaction of N-acyl imines with 1,3-dicarbonyl compounds

Masahiro Terada, Keiichi Sorimachi, Daisuke Uraguchi

研究成果: Article査読

80 被引用数 (Scopus)

抄録

Phosphorodiamidic acid 1 was developed as an efficient Brønsted acid catalyst for the direct Mannich reaction of N-acyl imines with 1,3-dicarbonyl compounds. Phosphorodiamidic acids were proposed as a novel structural motif of enantioselective Br0nsted acid catalysts because they possess unique features, including the capability of introducing various substituents to the nitrogen atoms and the preparation from readily available chiral diamines in a short step. We demonstrated that chiral phosphorodiamidic acid 1b derived from binaphthalene bis(sulfonamide) functioned as an enantioselective catalyst to give the Mannich product in an optically active form.

本文言語English
論文番号Y07505ST
ページ(範囲)133-136
ページ数4
ジャーナルSynlett
1
DOI
出版ステータスPublished - 2006 1 5

ASJC Scopus subject areas

  • Organic Chemistry

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