Aminosilylation of aldehydes mediated by lithium perchlorate:: novel method for synthesis of α-silylamines

被引：29
作者：
Naimi-Jamal, MR
Mojtahedi, MM
Ipaktschi, J
Saidi, MR
机构：
[1] Sharif Univ Technol, Dept Chem, Tehran, Iran
[2] Univ Giessen, Inst Organ Chem, D-35392 Giessen, Germany
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 24期
关键词：
D O I：
10.1039/a904498a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
alpha-Silylated N,N-dialkylamines 7a-k were easily synthesized in good to excellent yields from aldehydes 1, (trimethylsilyl)dialkylamines 2, and phenyldimethylsilyllithium 4, diphenylmethylsilyllithium 5, or triphenylsilyllithium 6, in concentrated ethereal lithium perchlorate solution.
引用
收藏
页码：3709 / 3711
页数：3
相关论文
共 23 条
[1]  
ABELE BC, 1997, ORGANOSILICON CHEM, V3
[2]  
BABUDRI F, 1991, SYNTHESIS-STUTTGART, P225
[3]  
BOLOURTCHIAN M, 1993, J SCI I R IRAN, V4, P183
[4]   CHIRAL ORGANO-SILICON COMPOUNDS IN SYNTHESIS - HIGHLY ENANTIOSELECTIVE SYNTHESIS OF ARYLCARBINOLS [J].
CHAN, TH ;
PELLON, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) :8737-8738
[5]   CHIRAL ORGANOSILICON COMPOUNDS IN ASYMMETRIC-SYNTHESIS [J].
CHAN, TH ;
WANG, D .
CHEMICAL REVIEWS, 1992, 92 (05) :995-1006
[6]   The reactions of phenyldimethylsilyllithium with nitriles [J].
Fleming, I ;
Solay, M ;
Stolwijk, F .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 521 (1-2) :121-124
[7]   The phenyldimethylsilyllithium reagent [J].
Fleming, I ;
Roberts, RS ;
Smith, SC .
TETRAHEDRON LETTERS, 1996, 37 (52) :9395-9396
[8]   The reductive coupling of tertiary amides to give enediamines using PhMe2SiLi [J].
Fleming, I ;
Ghosh, U ;
Mack, SR ;
Clark, BP .
CHEMICAL COMMUNICATIONS, 1998, (06) :711-712
[9]   α-Amino carbene or carbenoid formation in the reaction of a tertiary amide with PhMe2SiLi and its insertion into the Si-Li bond of a second equivalent [J].
Fleming, I ;
Mack, SR ;
Clark, BP .
CHEMICAL COMMUNICATIONS, 1998, (06) :713-714
[10]   The preparation and analysis of the phenyldimethylsilyllithium reagent and its reaction with silyl enol ethers [J].
Fleming, I ;
Roberts, RS ;
Smith, SC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (07) :1209-1214
123