Β-Amino alcohol organocatalysts for asymmetric additions

Hiroto Nakano, Isiaka Alade Owolabi, Madhu Chennapuram, Yuko Okuyama, Eunsang Kwon, Chigusa Seki, Michio Tokiwa, Mitsuhiro Takeshita

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

A design of a chiral organocatalyst is very important for obtaining of a chiral product with a high optical purity in a catalytic asymmetric reaction. Recently, we developed a series of chiral β-amino alcohol organocatalysts A that showed high level of catalytic activity in some asymmetric reactions. These β-amino alcohols are stable in air, and have two advantageous features, easy preparation and exhibiting high stereoselectivity in an enantioselective reaction. This review summarizes our recent works involving the Diels-Alder (DA) reactions of 1,2-dihydropyridines, anthrones or 3-hydroxy-2-pyridones as dienes with dienophiles, the asymmetric 1,3-dipolar cycloaddition of nitrones with α,β-unsaturated aldehydes and the crossed aldol reaction of isatins with acetaldehyde, by the use of the simple primary β-amino alcohols as efficient chiral organocatalysts for the asymmetric reactions.

Original languageEnglish
Pages (from-to)647-667
Number of pages21
JournalHeterocycles
Volume97
Issue number2
DOIs
Publication statusPublished - 2018

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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