Enantioselective diethylzinc addition to aldehydes using azetidine-derived chiral catalysts

被引:38
|
作者
Hermsen, PJ [1 ]
Cremers, JGO [1 ]
Thijs, L [1 ]
Zwanenburg, B [1 ]
机构
[1] Catholic Univ Nijmegen, Dept Organ Chem, NSR Inst Mol Struct Design & Synth, NL-6525 ED Nijmegen, Netherlands
关键词
D O I
10.1016/S0040-4039(01)00659-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
High levels of enantioselectivity have been achieved in the diethylzinc addition to both aromatic and aliphatic aldehydes, employing readily available N-substituted-azetidinyl(diphenylmethyl)methanols as chiral catalysts. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4243 / 4245
页数:3
相关论文
共 50 条
  • [21] Synthesis of new chiral catalysts, 2-azanorbornyloxazolidines, for enantioselective addition of diethylzinc to aldehydes
    Nakano, H
    Okuyama, Y
    Iwasa, K
    Hongo, H
    HETEROCYCLES, 2001, 54 (01) : 411 - 418
  • [22] Enantioselective diethylzinc addition to aldehydes via chiral, non-racemic β-hydroxysalicylhydrazone catalysts
    Parrott, Raleigh W., II
    Dore, Delvis D.
    Chandrashekar, Seshanand P.
    Bentley, Jeromy T.
    Morgan, Brittany S.
    Hitchcock, Shawn R.
    TETRAHEDRON-ASYMMETRY, 2008, 19 (05) : 607 - 611
  • [23] New chiral ligands derived from (S)-leucine for the enantioselective addition of diethylzinc to aldehydes
    Kawanami, Y
    Mitsuie, T
    Miki, M
    Sakamoto, T
    Nishitani, K
    TETRAHEDRON, 2000, 56 (02) : 175 - 178
  • [25] The enantioselective addition of diethylzinc to aldehydes catalyzed by 2-methylquinoline derived chiral ligands
    Xu, QY
    Wang, GX
    Pan, XF
    CHINESE CHEMICAL LETTERS, 2001, 12 (05) : 395 - 396
  • [26] New indane derived aminoalcohols as chiral ligands for the catalytic enantioselective addition of diethylzinc to aldehydes
    Sola, L
    VidalFerran, A
    Moyano, A
    Pericas, MA
    Riera, A
    TETRAHEDRON-ASYMMETRY, 1997, 8 (10) : 1559 - 1568
  • [27] CATALYTIC AND STOICHIOMETRIC ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES USING A NOVEL CHIRAL SPIROTITANATE
    SCHMIDT, B
    SEEBACH, D
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (01): : 99 - 101
  • [28] Catalytic enantioselective addition of diethylzinc to aldehydes using aziridine based chiral ligands
    Bulut, Adnan
    Aslan, Ayhan
    Izgu, Enver Cagri
    Dogan, Oezdemir
    TETRAHEDRON-ASYMMETRY, 2007, 18 (08) : 1013 - 1016
  • [29] ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES CATALYZED BY CHIRAL HYDROXY AMINAL
    ASAMI, M
    INOUE, S
    CHEMISTRY LETTERS, 1991, (04) : 685 - 688
  • [30] Enantioselective addition of diethylzinc to aldehydes in the presence of chiral aprotic ligands
    Jin, MJ
    Kim, YM
    Lee, KS
    TETRAHEDRON LETTERS, 2005, 46 (15) : 2695 - 2696