A novel method for the reduction of imines using the system silane/MoO2Cl2

被引:94
作者
Fernandes, AC [1 ]
Romao, CC [1 ]
机构
[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
关键词
reduction; imines; dioxomolybdenum dichloride;
D O I
10.1016/j.tetlet.2005.10.076
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel catalytic system, silane/MoO2Cl2 (10 mol %), for the reduction of imines in excellent to moderate yields and chemoselectivity was designed. These results extend the scope of the use of MoO2Cl2 as an effective catalyst for reduction reactions. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8881 / 8883
页数:3
相关论文
共 17 条
[1]   Use of CaH2 as a reductive hydride source:: reduction of ketones and imines with CaH2/ZnX2 in the presence of a Lewis acid [J].
Aida, T ;
Kuboki, N ;
Kato, K ;
Uchikawa, W ;
Matsuno, C ;
Okamoto, S .
TETRAHEDRON LETTERS, 2005, 46 (10) :1667-1669
[2]   [MoO2Cl2] as catalyst for hydrosilylation of aldehydes and ketones [J].
Fernandes, AC ;
Fernandes, R ;
Romao, CC ;
Royo, B .
CHEMICAL COMMUNICATIONS, 2005, (02) :213-214
[3]   Iridium(I)-catalysed tandem hydrosilylation-protodesilylation of imines [J].
Field, LD ;
Messerle, BA ;
Rumble, SL .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (14) :2881-2883
[4]  
FREIFELDER M, 1978, CATALYTIC HYDROGENAT, P65
[5]   A method for the asymmetric hydrosilylation of N-aryl imines [J].
Hansen, MC ;
Buchwald, SL .
ORGANIC LETTERS, 2000, 2 (05) :713-715
[6]   Stoichiometric hydrosilylation of nitriles and catalytic hydrosilylation of imines and ketones using a μ-silane diruthenium complex [J].
Hashimoto, H ;
Aratani, I ;
Kabuto, C ;
Kira, M .
ORGANOMETALLICS, 2003, 22 (11) :2199-2201
[7]   METAL-CENTERED OXYGEN ATOM TRANSFER-REACTIONS [J].
HOLM, RH .
CHEMICAL REVIEWS, 1987, 87 (06) :1401-1449
[8]  
Hutchins R. O., 1991, Comprehensive Organic Synthesis, V8, P25, DOI DOI 10.1016/B978-0-08-052349-1.00218-3
[9]   Identification of new catalysts for the asymmetric reduction of imines into chiral amines with polymethylhydrosiloxane using high-throughput screening [J].
Ireland, T ;
Fontanet, F ;
Tchao, GG .
TETRAHEDRON LETTERS, 2004, 45 (22) :4383-4387
[10]   Reversing the role of the metal-oxygen π-bond.: Chemoselective catalytic reductions with a rhenium(V)-dioxo complex [J].
Kennedy-Smith, JJ ;
Nolin, KA ;
Gunterman, HP ;
Toste, FD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (14) :4056-4057