Вид документа : Статья из журнала Шифр издания : 54/T 98 Автор(ы) : Utepova I. A., Chupakhin O. N., Serebrennikova P. O., Musikhina A. A, Charushin V. N. Заглавие : Two Approaches in the Synthesis of Planar Chiral Azinylferrocenes [Электронный ресурс] Место публикации : Journal of Organic Chemistry. - 2014. - Vol. 79, № 18. - С. 8659-8667 Систем. требования: http://pubs.acs.org/doi/abs/10.1021/jo5014299 Примечания : Bibliogr. : p. 8666-8667 (34 ref.). - 24.04.15 ББК : 54 Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ Ключевые слова (''Своб.индексиров.''): chiral azinylferrocenes--cross-coupling reaction--halogenated azines Аннотация: Two synthetic routes to the chiral azinylferrocenes (CAFs) 5 and 15, key intermediates for the synthesis of new enantiomerically enriched P,N-ligands, have been compared. The first approach is based on the palladium-catalyzed cross-coupling reaction of halogenated azines with organozinc derivatives of ferrocenes (the Negishi reaction). The second approach exploits a new synthetic methodology, which provides a shorter pathway, through the direct C–H functionalization of aromatics by the C–C coupling of halogen-free (hetero)arenes with lithium ferrocenes bearing stereogenic C and S atoms. The palladium complexes of P,N-ligands have been used as catalysts for the Tsuji–Trost reaction, which proceeds with high enantioselectivity to give allylic substitution products in good yields. Доп.точки доступа: Utepova, I. A.; Chupakhin, O. N.; Serebrennikova, P. O.; Musikhina, A. A; Charushin, V. N.