Asymmetric addition of trimethylsilylcyanide to N-benzylimines catalyzed by recyclable chiral dimeric V(V) salen complex

被引：28

作者：

Khan, Noor-ul H. ^{[1
]}

Saravanan, S. ^{[1
]}

Kureshy, Rukhsana I. ^{[1
]}

Abdi, Sayed H. R. ^{[1
]}

Sadhukhan, Arghya ^{[1
]}

Bajaj, Hari C. ^{[1
]}

机构：

[1] CSIR, Discipline Inorgan Mat & Catalysis, CSMCRI, Bhavnagar 364002, Gujarat, India

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2010年 / 695卷 / 08期

关键词：

Strecker reaction; N-Benzylimines; Dimeric V(V) salen complex; Enantioselective; Recyclable; ENANTIOSELECTIVE STRECKER REACTION; KINETIC RESOLUTION; EPOXIDATION; KETOIMINES; KETIMINES; ALDEHYDES;

D O I：

10.1016/j.jorganchem.2010.01.018

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Chiral dimeric vanadium (V) salen complex (10 mol%) derived from 5,5-Methylene di-[(S,S)-{N-(3-tert-butyl salicylidine)-N'-(3',5'-di-tert-butyl salicylidene)]-1,2-cyclohexanediamine] with vanadyl suphate followed by auto oxidation was used as efficient catalyst for enantioselective Strecker reaction of N-benzylimines with TMSCN at -30 degrees C. Excellent yield (92%) of alpha-aminonitrile and high chiral induction was achieved (ee up to 94%) in case of 2-methoxy substituted N-benzylimines in 10 h. The catalytic system worked well up to four cycles with retention of enantioselectivity. (C) 2010 Published by Elsevier B. V.

引用

页码：1133 / 1137

页数：5