Conformational analysis of MαNP esters, powerful chiral resolution and 1H NMR anisotropy tools–aromatic geometry and solvent effects on Δδ values

…, S Sekiguchi, S Kuwahara, T Matsumoto…

Index: Kasai, Yusuke; Sugio, Akinori; Sekiguchi, Satoshi; Kuwahara, Shunsuke; Matsumoto, Takatoshi; Watanabe, Masataka; Ichikawa, Akio; Harada, Nobuyuki European Journal of Organic Chemistry, 2007 ,  # 11  p. 1811 - 1826

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Citation Number: 21

Abstract

Abstract The MαNP acid method is very powerful for the preparation of enantiopure alcohols by resolution and the simultaneous determination of their absolute configurations by the 1 H NMR anisotropy effect, where the syn-syn conformation is taken as the preferred conformation of MαNP esters. However, the syn-syn conformation of MαNP esters looks unstable, because two electronegative oxygen atoms (CH 3 O and C= O) are close to ...