Enantioselective synthesis of quaternary carbon centers through Michael-type alkylation of chiral imines

…, G Revial, A Guingant, J d'Angelo

Index: Pfau, Michel; Revial, Gilbert; Guingant, Andre; d'Angelo, Jean Journal of the American Chemical Society, 1985 , vol. 107, # 1 p. 273 - 274

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Citation Number: 189

Abstract

(21) Cieplak, A. S. J. Am. Chem. SOC. 1981, 103, 4540. (22) Cieplak, A. S. J. Am. Chem. SOC., submitted for publication. ... A plot of the ON vs. values is shown in the Figure 2.' There seems to be no discernible pattern in this case. Since the amide nitrogen 2p, orbital is a poor electron donor in the allylic interaction as compared to the C' 2p, 0rbita1,~ the observed difference in the ON and BC, behavior suggests that such a donation is an important interaction in ...