A facile enantioselective synthesis of 2-(2-aminoethyl)allylsilanes, new synthons for piperidine synthesis

被引：14
|
作者：
Monfray, J [1 ]
Gelas-Mialhe, Y [1 ]
Gramain, JC [1 ]
Remuson, R [1 ]
机构：
[1] Univ Clermont Ferrand, CNRS, UMR 6504, Lab SEESIB, F-63177 Clermont Ferrand, France
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 31期
关键词：
allylsilane; organocerium; amine; diastereoselectivity;
D O I：
10.1016/S0040-4039(03)01428-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of chiral (2-substituted-2-aminoethyl)allylsilanes by cerium mediated trimethylsilylmethylmagnesium chloride addition to the ester group of non racemic chiral beta-aminoesters is described. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5785 / 5787
页数：3
相关论文
共 50 条
  • [31] OPTIMIZATION OF THE SYNTHESIS OF N(1)-(2-AMINOETHYL)-NAD(P)
    BUCKMANN, AF
    HETEROCYCLES, 1988, 27 (07) : 1623 - 1628
  • [32] Solid-Phase Synthesis of 2-Aminoethyl Glucosamine Sulfoforms
    Liu, Runhui
    Wei, Alexander
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2012, 31 (4-6) : 384 - 419
  • [33] PHARMACOLOGICAL SYNTHESIS AND STUDY OF 6-(2-AMINOETHYL) BENZOXAZOLINONES
    CAIGNARD, DH
    COUQUELET, J
    LESIEUR, D
    LESPAGNOL, C
    LAMAR, JC
    BEAUGHARD, M
    LEINOT, M
    TISNEVERSAILLES, J
    FARMACO-EDIZIONE SCIENTIFICA, 1985, 40 (11): : 854 - 868
  • [34] POLYMERIC PHOSPHOLIPID ANALOG, .10. SYNTHESIS AND POLYMERIZATION OF 2-(METHACRYLOYLOXY)ETHYL 2-AMINOETHYL HYDROGEN PHOSPHATE
    NAKAI, S
    NAKAYA, T
    IMOTO, M
    MAKROMOLEKULARE CHEMIE-MACROMOLECULAR CHEMISTRY AND PHYSICS, 1977, 178 (10): : 2963 - 2967
  • [35] SYNTHESIS OF 2-AMINOETHYL 2-AMINO-3-CARBOXYETHYL SELENIDE (SELENALYSINE), A NEW ANALOGUE OF LYSINE
    DEMARCO, C
    RINALDI, A
    DERNINI, S
    CAVALLINI, D
    GAZZETTA CHIMICA ITALIANA, 1975, 105 (9-10): : 1113 - 1115
  • [36] FACILE ENANTIOSELECTIVE SYNTHESIS OF 2 NEW BICYCLIC CHIRAL TEMPLATES
    BELFIELD, KD
    SEO, J
    SYNTHETIC COMMUNICATIONS, 1995, 25 (04) : 461 - 466
  • [37] KINETICS OF INTERACTION OF NICKEL(II) WITH 2-(2-AMINOETHYL)PYRIDINE
    HUBBARD, CD
    PALAITIS, W
    INORGANIC CHEMISTRY, 1973, 12 (02) : 480 - 482
  • [38] STEREOSELECTIVE SYNTHESIS OF 2-AMINOETHYL SUBSTITUTED TRICYCLES WITH NMDA RECEPTOR AFFINITY
    WUNSCH, B
    DIEKMANN, H
    HOFNER, G
    TETRAHEDRON-ASYMMETRY, 1995, 6 (07) : 1527 - 1530
  • [39] SYNTHESIS AND SOME PEOPERTIES OF 2-AMINOETHYL BETA-D-GLUCOPYRANOSIDE
    GRAHAM, ERB
    NEUBERGE.A
    JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (13): : 1638 - &
  • [40] TRIS(2-AMINOETHYL)AMINE AS A SUBSTITUTE FOR 4-(AMINOMETHYL)PIPERIDINE IN THE FMOC/POLYAMINE APPROACH TO RAPID PEPTIDE-SYNTHESIS
    CARPINO, LA
    SADATAALAEE, D
    BEYERMANN, M
    JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (05): : 1673 - 1675
12345