Tetrahedron

Enantioselective synthesis of β-hydroxy-α-methyl carbonyl compounds by aldol reaction

A Ando, T Shioiri

Index: Ando, Akira; Shioiri, Takayuki Tetrahedron, 1989 , vol. 45, # 16 p. 4969 - 4988

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Citation Number: 50

Abstract

The enantioselective aldol reactions of ketone lithium enolates with aldehydes mediated chiral lithium amides were extensively investigated. The chiral amino ethers 4a–4l and diamines 16a, b were prepared from α-amino acids. The reaction conditions and the substituent effects of chiral lithium amides were examined using 4a–4l and 16a, b in the aldol reaction of lithium enolate of 2, 2-dimethyl-3-pentanone (17a) with benzaldehyde. ...

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