New bifunctional organocatalysts based on (R,R)-cyclohexane-1,2-diamine for the asymmetric addition of nucleophiles to aldehydes

被引：1
|
作者：
Maleev, V. I. [1 ]
Gugkaeva, Z. T. [1 ]
Tsaloev, A. T. [1 ]
Moskalenko, M. A. [1 ]
Khrustalev, V. N. [1 ]
机构：
[1] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2012年 / 61卷 / 01期
关键词：
organocatalysis; asymmetric synthesis; aldehydes; trimethylsilyl cyanide; diethylzinc; (R,R)-cyclohexane-1,2-diamine; DYNAMIC KINETIC RESOLUTION; TRIMETHYLSILYL CYANIDE; ORGANOZINC REAGENTS; DERIVATIVES; CATALYSIS; TADDOLS; ALDOL;
D O I：
10.1007/s11172-012-0008-7
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The amide and sulfamide derivatives of (1R,2R)-N,N-diethylcyclohexane-1,2-diamine can serve as organocatalysts for addition of Me3SiCN and Et2Zn to aldehydes.
引用
收藏
页码：51 / 58
页数：8
相关论文
共 50 条
  • [1] New bifunctional organocatalysts based on (R,R)-cyclohexane-1,2-diamine for the asymmetric addition of nucleophiles to aldehydes
    V. I. Maleev
    Z. T. Gugkaeva
    A. T. Tsaloev
    M. A. Moskalenko
    V. N. Khrustalev
    Russian Chemical Bulletin, 2012, 61 : 51 - 58
  • [2] (R,R)-N,N′-Bis(ferrocenylmethyl)cyclohexane-1,2-diamine
    Wang, YingChun
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : M874 - U491
  • [3] Synthesis and Catalytic Activity of 1,2-Benzenediamine-Derived Organocatalysts Based on (1R,2R)-Cyclohexane-1,2-Diamine
    Ciber, Luka
    Klemencic, Klara
    Golob, Ana
    Brodnik, Helena
    Pozgan, Franc
    Svete, Jurij
    Stefane, Bogdan
    Groselj, Uros
    CATALYSTS, 2024, 14 (04)
  • [4] Improved resolution methods for (R,R)- and (S,S)-cyclohexane-1,2-diamine and (R)- and (S)-BINOL
    Schanz, HJ
    Linseis, MA
    Gilheany, DG
    TETRAHEDRON-ASYMMETRY, 2003, 14 (18) : 2763 - 2769
  • [5] (1R,2R)-N,N′-Bis(2-pyridylmethylene)cyclohexane-1,2-diamine
    Liu, Bo
    Zhang, Ming-Jie
    Cui, Jin
    Zhu, Jie
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O5359 - O5360
  • [6] (1R,2R)-N,N-Bis(4-nitrophenylmethylene)cyclohexane-1,2-diamine
    Glidewell, C
    Low, JN
    Skakle, JMS
    Wardell, JL
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O1699 - O1701
  • [7] (1R,2R,E,E)-N,N′-Bis(4-chlorobenzylidene)cyclohexane-1,2-diamine
    Arvinnezhad, Hamid
    Jadidi, Khosrow
    Notash, Behrouz
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68 : O407 - U686
  • [8] (1R,2R)-N,N′-Bis[1-(2-pyridyl)ethylidene]cyclohexane-1,2-diamine
    Salga, Muhammad Saleh
    Khaledi, Hamid
    Ali, Hapipah Mohd
    Puteh, Rustam
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O1095 - U262
  • [9] Evaluation of Structural Effects of Acyclic and Macrocyclic Ligands Derived from (R,R)-Cyclohexane-1,2-diamine in the Enantioselective Cu(II)-Catalyzed Henry Reaction
    Cerisoli, Lucia
    Grilli, Stefano
    Savoia, Diego
    LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (09) : 633 - 638
  • [10] Chiral relay in NHC-mediated asymmetric β-lactam synthesis I; substituent effects in NHCs derived from (1R,2R)-cyclohexane-1,2-diamine
    Duguet, Nicolas
    Donaldson, Adele
    Leckie, Stuart M.
    Douglas, James
    Shapland, Peter
    Brown, Thomas B.
    Churchill, Gwydion
    Slawin, Alexandra M. Z.
    Smith, Andrew D.
    TETRAHEDRON-ASYMMETRY, 2010, 21 (05) : 582 - 600
12345