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Review | Special issue | Vol 97, No. 2, 2018, pp.647-667
Published online, 20th June, 2018
DOI: 10.3987/REV-18-SR(T)3
β-Amino Alcohol Organocatalysts for Asymmetric Additions

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

*Division of Sustainable and Environmental Engineering, Graduate School of Engineering, Muroran Institute of Technology, 27-1 Mizumoto, Muroran, Hokkaido 050-8585, Japan


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.