A facile synthesis of vicinal diamines promoted by low-valent niobium: Preparation of chiral octahydrobiisoquinolines and their application to catalytic asymmetric synthesis

被引：39

作者：

Arai, S ^{[1
]}

Takita, S ^{[1
]}

Nishida, A ^{[1
]}

机构：

[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 2005卷 / 24期

关键词：

amines; asymmetric catalysis; asymmetric synthesis; imine coupling; niobium;

D O I：

10.1002/ejoc.200500301

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient homocoupling of imines to give vicinal diamines promoted by low-valent niobium, generated by treatment of NbCl5 with zinc powder, is described. The desired products were obtained in good to excellent yields. Dihydroisoquinoline derivatives also gave the coupling products with good diastereoselectivities (D,L/meso). Optical resolution of the racemic octahydrobiisoquinolines was achieved and their complexes with Cut used in the catalytic asymmetric oxidative coupling of beta-naphthols. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

引用

页码：5262 / 5267

页数：6

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