cis-(1R,2S)-2-ベンズアミドシクロヘキサンカルボン酸から誘導した1,3-アミノアルコールを用いた芳香族アルデヒドへのジエチル亜鉛の不斉付加における置換基による不斉制御

概要

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A series of novel optically active 1,3-aminoalcohols based on cis-(1R,2S)-2-benzamido- cyclohexanecarboxylic acid and trans-(1R,2R)-2-benzamidocyclohexanecarboxylic acid were synthesized and used in the asymmetric diethylzinc addition to aromatic aldehydes. Not only the enantioselectivity but also the stereochemistry of the product werecontrolled by the N-substituents and the substituents on the vicinity carbon to hydroxyl group of the cis-derivatives.