Journal of the American Chemical Society

Highly stereoselective intramolecular hydroamination/cyclization of conjugated aminodienes catalyzed by organolanthanides

S Hong, TJ Marks

Index: Hong, Sukwon; Marks, Tobin J. Journal of the American Chemical Society, 2002 , vol. 124, # 27 p. 7886 - 7887

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Citation Number: 145

Abstract

Efficient intramolecular hydroamination/cyclization of primary and secondary conjugated aminodienes can be effected by using organolanthanide precatalysts of the type Cp'2LnCH (TMS) 2 (Cp'= η5-Me5C5; Ln= La, Sm, Y; TMS= SiMe3) and CGCSmN (TMS) 2 (CGC= Me2Si (η5-Me4C5)(tBuN)). The transformation proceeds cleanly (≥ 90% conversion) at 25- 60° C with good rates and high regioselectivities, and with electronic effects leading to ...