CHIRAL TITANIUM COMPLEX-CATALYZED CARBONYL-ENE REACTION WITH GLYOXYLATE - REMARKABLE POSITIVE NONLINEAR EFFECT

被引：0
|
作者：
MIKAMI, K
TERADA, M
机构：
来源：
TETRAHEDRON | 1992年 / 48卷 / 27期
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The enantioselective glyoxylate-ene reaction catalyzed by chiral titanium complex derived from partially resolved binaphthol (BINOL) is shown to exhibit a remarkable level of asymmetric amplification (positive nonlinear effect). Thus, the optical yield of the ene product significantly exceeds the enantio-purity of the chiral ligand (BINOL).
引用
收藏
页码：5671 / 5680
页数：10
相关论文
共 50 条
  • [41] Enantioselective carbonyl-ene reaction of glyoxal derivatives catalyzed by cationic 3-oxobutylideneaminatocobalt(III) complexes
    Kezuka, S., 1600, Chemical Society of Japan (76):
  • [42] A new asymmetric activation strategy for hydrazones as acyl anion equivalents in the bimetallic catalyzed carbonyl-ene reaction
    Hu, Wen-Bo
    Song, Xixi
    Wang, Min-Can
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (09) : 2055 - 2062
  • [43] F10BINOL-derived chiral phosphoric acid-catalyzed enantioselective carbonyl-ene reaction: theoretical elucidation of stereochemical outcomes
    Kikuchi, Jun
    Aramaki, Hiromu
    Okamoto, Hiroshi
    Terada, Masahiro
    CHEMICAL SCIENCE, 2019, 10 (05) : 1426 - 1433
  • [44] ASYMMETRIC GLYOXYLATE ENE REACTION CATALYZED BY CHIRAL TITANIUM COMPLEXES - A PRACTICAL ACCESS TO ALPHA-HYDROXY ESTERS IN HIGH ENANTIOMERIC PURITIES
    MIKAMI, K
    TERADA, M
    NAKAI, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (05) : 1940 - 1941
  • [45] Rhodium complex-catalyzed reaction of isonitriles with carbonyl compounds: Catalytic synthesis of pyrroles
    Takaya, H
    Kojima, S
    Murahashi, SI
    ORGANIC LETTERS, 2001, 3 (03) : 421 - 424
  • [46] Fe(BF4)2-Catalyzed Inter- and Intramolecular Carbonyl-Ene Reaction of Trifluoropyruvate
    Meng, Di
    Ollevier, Thierry
    SYNLETT, 2018, 29 (05) : 640 - 644
  • [47] Enantio- and Diastereoselective Carbonyl-Ene Cyclization-Acetalization Tandem Reaction Catalyzed by Tris(pentafluorophenyl)borane-Assisted Chiral Phosphoric Acids
    Ishihara, Hideyuki
    Huang, Jianhao
    Mochizuki, Takuya
    Hatano, Manabu
    Ishihara, Kazuaki
    ACS CATALYSIS, 2021, 11 (10) : 6121 - 6127
  • [48] C2-symmetric copper(II) complexes as chiral Lewis acids.: Catalytic enantioselective carbonyl-ene reactions with glyoxylate and pyruvate esters
    Evans, DA
    Tregay, SW
    Burgey, CS
    Paras, NA
    Vojkovsky, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (33) : 7936 - 7943
  • [49] (Z)-γ-Alkylidenebutenolide Synthesis through Au(I)-Catalyzed 1,3-Acyloxy Migration and the Carbonyl-Ene Reaction
    Amin, Pathan Mosim
    Cui, Qi
    Wang, Shaozhong
    Yu, Zhi-Xiang
    ORGANIC LETTERS, 2021, 23 (15) : 5669 - 5673
  • [50] DOUBLE ASYMMETRIC-SYNTHESIS BY ASYMMETRIC CATALYTIC CARBONYL-ENE TYPE REACTION WITH CHIRAL ENE COMPONENTS - ASYMMETRIC CATALYTIC SYNTHESIS OF ASPARTYL DIPEPTIDE SWEETENER
    TERADA, M
    SAYO, N
    MIKAMI, K
    SYNLETT, 1995, (05) : 411 - 415
12345