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

被引：27
|
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
收藏
页码：1133 / 1137
页数：5
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