Direct regio- and stereo-selective lithiation of secondary allyl and methylallyl amines: reaction with electrophiles
作者:José Barluenga、Francisco J. Fañanás、Francisco Foubelo、Miguel Yus
DOI:10.1039/c39880001135
日期:——
Several secondary allyl and methylallyl amines (1) have been regio- and stereo-selectively lithiated with t-butyl-lithium, giving the corresponding sp2γ-aminated organolithium intermediates (2), which by reaction with electrophiles (D2O, Me2S2, PriCHO, PhCHO, Me2CO, or Ph2CO) give the products (3) expected from SE reaction with retention of configuration; in the case of methylallylaniline (1f), the
几个次级烯丙基和甲基烯丙基胺(1)已经被区域选择性和立体选择性地与叔丁基锂锂化,得到相应的SP 2 γ-胺化有机锂中间体(2),其通过与亲电子(d反应2 O,我2 S 2,Pr i CHO,PhCHO,Me 2 CO或Ph 2 CO)得到S E反应预期的产物(3)并保持构型;如果是甲基烯丙胺(1f),则相应的中间体(2f)和产物(3f)在相似的反应条件下获得)。