Highly Enantioselective Diels-Alder Reactions of Maleimides Catalyzed by Activated Chiral Oxazaborolidines

被引:45
|
作者
Mukherjee, Santanu [1 ]
Corey, E. J. [1 ]
机构
[1] Harvard Univ, Dept Chem & Chem Engn, Cambridge, MA 02138 USA
关键词
CATIONIC OXAZABOROLIDINES; DIENOPHILE; DIENES;
D O I
10.1021/ol902865d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diels-Alder reactions of various combinations of maleimides and 1,3-dienes with cationic oxazaborolidines as catalysts have been shown to be highly efficient and enantioselective.
引用
收藏
页码:632 / 635
页数:4
相关论文
共 50 条
  • [1] Highly Enantioselective Diels-Alder Reaction Catalyzed by Chiral Imidazolidinone
    Wang, Yongjiang
    Xu, Xiaoliang
    Pei, Wen
    [J]. SYNTHETIC COMMUNICATIONS, 2009, 39 (11) : 2032 - 2041
  • [2] Quantum Chemical Study of Diels-Alder Reactions Catalyzed by Lewis Acid Activated Oxazaborolidines
    Sakata, Ken
    Fujimoto, Hiroshi
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (07): : 3095 - 3103
  • [3] Highly enantioselective azadiene Diels-Alder reactions catalyzed by chiral N-heterocyclic carbenes
    He, Ming
    Struble, Justin R.
    Bode, Jeffrey W.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (26) : 8418 - 8420
  • [4] A new cationic, chiral catalyst for highly enantioselective Diels-Alder reactions
    Sprott, KT
    Corey, EJ
    [J]. ORGANIC LETTERS, 2003, 5 (14) : 2465 - 2467
  • [5] Broad-spectrum enantioselective Diels-Alder catalysis by chiral, cationic oxazaborolidines
    Ryu, Do Hyun
    Lee, Thomas W.
    Corey, E.J.
    [J]. 1600, American Chemical Society (124):
  • [6] Broad-spectrum enantioselective Diels-Alder catalysis by chiral, cationic oxazaborolidines
    Ryu, DH
    Lee, TW
    Corey, EJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (34) : 9992 - 9993
  • [7] Highly enantioselective Diels-Alder reaction catalyzed by chiral phosphate magnesium complex
    Li, Guilong
    Liang, Tao
    Antilla, Jon C.
    Wojtas, Lukasz
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [8] Highly enantioselective Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes
    Lu, Hui
    Chi, Yonggui Robin
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [9] A CHIRAL SCANDIUM CATALYST FOR ENANTIOSELECTIVE DIELS-ALDER REACTIONS
    KOBAYASHI, S
    ARAKI, M
    HACHIYA, I
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (14): : 3758 - 3759
  • [10] Enantioselective Diels-Alder reactions catalyzed by hydrogen bonding
    Thadani, AN
    Stankovic, AR
    Rawal, VH
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (16) : 5846 - 5850