Intramolecular hydroamination/cyclization of conjugated aminodienes catalyzed by organolanthanide complexes. Scope, diastereo-and enantioselectivity, and …

S Hong, AM Kawaoka, TJ Marks

Index: Hong, Sukwon; Kawaoka, Amber M.; Marks, Tobin J. Journal of the American Chemical Society, 2003 , vol. 125, # 51 p. 15878 - 15892

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Citation Number: 173

Abstract

Organolanthanide complexes of the general type Cp'2LnCH (TMS) 2 (Cp'= η5-Me5C5; Ln= La, Sm, Y; TMS= SiMe3) and CGCSmN (TMS) 2 (CGC= Me2Si (η5-Me4C5)(t BuN)) serve as effective precatalysts for the rapid, regioselective, and highly diastereoselective intramolecular hydroamination/cyclization of primary and secondary amines tethered to conjugated dienes. The rates of aminodiene cyclizations are significantly more rapid than ...