Synthesis of NOBIN derivatives for asymmetric catalysis

被引：77
作者：
Ding, KL [1 ]
Guo, HC [1 ]
Li, X [1 ]
Yuan, Y [1 ]
Wang, Y [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
来源：
TOPICS IN CATALYSIS | 2005年 / 35卷 / 1-2期
基金：
中国国家自然科学基金;
关键词：
NOBIN; asymmetric catalysis; optical resolution; diethyl zinc addition; allylic addition; allylic substitution; hetero-Diels-Alder reaction;
D O I：
10.1007/s11244-005-3816-2
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
This account highlighted the recent advances of our research on the synthesis of enantiopure 2-amino-2'-hydroxy-1,1'-binaphthyl (NOBIN) and its derivatives as well as their applications in asymmetric catalysis, including diethyl zinc addition to aldehydes, allylic addition to aldehydes, allylic substitutions, and hetero-Diels-Alder reactions.
引用
收藏
页码：105 / 116
页数：12
相关论文
共 109 条
[51]   Synthesis of a novel photoresponsive axially chiral phosphine ligand containing an arylazo group and its application to palladium-catalyzed asymmetric allylic alkylation [J].
Kawamura, M ;
Kiyotake, R ;
Kudo, K .
CHIRALITY, 2002, 14 (09) :724-726
[52]   Exo-selective asymmetric Diels-Alder reaction of acrylate ester [J].
Kawamura, M ;
Kudo, K .
CHIRALITY, 2002, 14 (09) :727-730
[53]   Asymmetric catalysis in the complexation of prochiral dienes by the tricarbonyliron fragment: A novel methodology for the enantioselective synthesis of planar chiral tricarbonyl(diene)iron complexes [J].
Knolker, HJ ;
Hermann, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (03) :341-344
[54]   Enantioselective additions of diethylzinc and diphenylzinc to aldehydes using 2-dialkyl-aminomethyl-2′-hydroxy-1,1′-binaphthyls [J].
Ko, DH ;
Kim, KH ;
Ha, DC .
ORGANIC LETTERS, 2002, 4 (21) :3759-3762
[55]   Non-symmetrically substituted 1,1′-binaphthyls in enantioselective catalysis [J].
Kocovsky, P ;
Vyskocil, S ;
Smrcina, M .
CHEMICAL REVIEWS, 2003, 103 (08) :3213-3245
[56]   Palladium(II) complexes of 2-dimethylamino-2′-diphenylphosphino-1,1′-binaphthyl (MAP) with unique P,Cσ-coordination and their catalytic activity in allylic substitution, Hartwig-Buchwald amination, and Suzuki coupling [J].
Kocovsky, P ;
Vyskocil, S ;
Císarová, I ;
Sejbal, J ;
Tislerová, I ;
Smrcina, M ;
Lloyd-Jones, GC ;
Stephen, SC ;
Butts, CP ;
Murray, M ;
Langer, V .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (33) :7714-7715
[57]   A practical synthesis of 2-amino-2′-hydroxy-1,1′-binaphthyl (NOBIN) [J].
Körber, K ;
Tang, WJ ;
Hu, XQ ;
Zhang, XM .
TETRAHEDRON LETTERS, 2002, 43 (40) :7163-7165
[58]  
KREITER R, 2002, TOP CURR CHEM, V219, P164
[59]   HOST-GUEST COMPLEXATION .7. BINAPHTHYL STRUCTURAL UNIT IN HOST COMPOUNDS [J].
KYBA, EP ;
GOKEL, GW ;
DEJONG, F ;
KOGA, K ;
SOUSA, LR ;
SIEGEL, MG ;
KAPLAN, L ;
SOGAH, GDY ;
CRAM, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (26) :4173-4184
[60]  
Lloyd-Jones GC, 2000, CHEM-EUR J, V6, P4348, DOI 10.1002/1521-3765(20001201)6:23<4348::AID-CHEM4348>3.0.CO
12345678910