Hybrid-Type Squaramide-Fused Amino Alcohol Organocatalysts for Enantioselective Nitro-Aldol Reaction of Nitromethane with Isatins

Madhu Chennapuram, U. V. Subba Reddy, Chigusa Seki, Yuko Okuyama, Eunsang Kwon, Koji Uwai, Michio Tokiwa, Mitsuhiro Takeshita, Hiroto Nakano

研究成果: Article査読

10 被引用数 (Scopus)

抄録

A series of hybrid-type squaramide-fused amino alcohol (SFAA) catalysts were synthesized, and their catalytic efficiency in the enantioselective nitro-aldol reaction of various isatins with nitromethane has been described. This transformation afforded chiral 3-substituted 3-hydroxyoxindoles in excellent chemical yields (up to 99 %) with high enantioselectivities (up to 95 % ee). The resulting chiral 3-hydroxyoxindoles can be further used as synthetic precursors for the synthesis of several natural products that have a broad spectrum of fascinating biological activities.

本文言語English
ページ(範囲)1638-1646
ページ数9
ジャーナルEuropean Journal of Organic Chemistry
2017
12
DOI
出版ステータスPublished - 2017 3 27

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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