Tetrahedron: Asymmetry

Diastereoselective formation of α-aminoamides from carbamoylsilanes and aldehyde imines

J Chen, RK Pandey, RF Cunico

Index: Chen, Jianxin; Pandey, Rajesh K.; Cunico, Robert F. Tetrahedron Asymmetry, 2005 , vol. 16, # 5 p. 941 - 947

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Citation Number: 18

Abstract

Initially obtained product mixtures exhibited complex NMR spectra, as a total of four superimposed spectra resulted from the two newly formed diastereomers, each existing as a syn/anti mixture of amides (the syn and anti isomers for a given diastereomer derived from 4a only differed by separate N-methyl resonances). However, the 1 H NMR region between δ 2.3 and 6.5, containing the N-methyl, the newly stereogenic C–H and the tertiary ethyl C–H protons of both chiral ...