Yeagley Andrew A, Chruma Jason J
Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904-4319, USA.
Org Lett. 2007 Jul 19;9(15):2879-82. doi: 10.1021/ol071080f. Epub 2007 Jun 20.
Alpha-imino anions are generated under neutral reaction conditions via a Pd-mediated decarboxylation of allyl diphenylglycinate imines with concomitant formation of a pi-allylpalladium species. The resulting delocalized anion can attack the pi-allyl-Pd(II) species or be intercepted by aldehydes to afford homoallylic amines or protected 1,2-amino alcohols, respectively.
α-亚氨基阴离子是在中性反应条件下通过钯介导的烯丙基二苯基甘氨酸酯亚胺的脱羧反应生成的,同时形成π-烯丙基钯物种。生成的离域阴离子可以进攻π-烯丙基-Pd(II)物种,或者被醛类捕获,分别得到高烯丙基胺或受保护的1,2-氨基醇。