Enantio- and diastereoselective, stereospecific mannich-type reactions in water.
作者： Tomoaki Hamada , Kei Manabe , Shū Kobayashi
DOI: 10.1021/JA048607T
关键词:
摘要: Catalytic asymmetric Mannich-type reactions in water proceeded high yields and selectivities using a combination of ZnF2 chiral diamine that has the methoxy groups on aromatic rings. In these reactions, either syn- or anti-Mannich adducts were stereospecifically obtained from (E)- (Z)-silicon enolate, contrast with most reactions.
acs.org
unirioja.es
sci-hub.se 参考文章(14)
Carlos Saá, Enrique Guitián, Luis Castedo, José M. Saá, The intermolecular benzyne cycloaddition approach to dehydronoraporprines and oxoaporphines. Total synthesis of PO-3 Tetrahedron Letters. ,vol. 26, pp. 4559- 4560 ,(1985) , 10.1016/S0040-4039(00)88958-3
Shū Kobayashi, Haruro Ishitani, Catalytic enantioselective addition to imines. Chemical Reviews. ,vol. 99, pp. 1069- 1094 ,(1999) , 10.1021/CR980414Z
Shū Kobayashi, Ryosuke Matsubara, Yoshitaka Nakamura, Hidetoshi Kitagawa, Masaharu Sugiura, Catalytic, Asymmetric Mannich-type Reactions of N-Acylimino Esters: Reactivity, Diastereo- and Enantioselectivity, and Application to Synthesis of N-Acylated Amino Acid Derivatives Journal of the American Chemical Society. ,vol. 125, pp. 2507- 2515 ,(2003) , 10.1021/JA0281840
Ulf M. Lindström, Stereoselective organic reactions in water. Chemical Reviews. ,vol. 102, pp. 2751- 2771 ,(2002) , 10.1021/CR010122P
Shū Kobayashi, Yuichiro Mori, Satoshi Nagayama, Kei Manabe, Catalytic asymmetric aldol reactions in water. using a chiral Lewis acid–surfactant-combined catalyst Green Chemistry. ,vol. 1, pp. 175- 177 ,(1999) , 10.1039/A904439F
Wolfgang Notz, Fujie Tanaka, Shin-ichi Watanabe, Naidu S. Chowdari, James M. Turner, Rajeswari Thayumanavan, Carlos F. Barbas, The Direct Organocatalytic Asymmetric Mannich Reaction: Unmodified Aldehydes as Nucleophiles Journal of Organic Chemistry. ,vol. 68, pp. 9624- 9634 ,(2003) , 10.1021/JO0347359
Andrew E. Taggi, Ahmed M. Hafez, Thomas Lectka, α-Imino Esters: Versatile Substrates for the Catalytic, Asymmetric Synthesis of α- and β-Amino Acids and β-Lactams Accounts of Chemical Research. ,vol. 36, pp. 10- 19 ,(2003) , 10.1021/AR020137P
Shū Kobayashi, Tomoaki Hamada, Kei Manabe, The Catalytic Asymmetric Mannich-Type Reactions in Aqueous Media Journal of the American Chemical Society. ,vol. 124, pp. 5640- 5641 ,(2002) , 10.1021/JA026094P
Kei Manabe, Hidekazu Oyamada, Kasumi Sugita, Shū Kobayashi, Use of Acylhydrazones as Stable Surrogates of Unstable Imines in Allylation, Mannich-Type, and Cyanide Addition Reactions Journal of Organic Chemistry. ,vol. 64, pp. 8054- 8057 ,(1999) , 10.1021/JO991009Q
Shū Kobayashi, Tomoaki Hamada, Kei Manabe, Lewis Acid-Catalyzed Allylation Reactions of Acylhydrazones with Tetraallyltin in Aqueous Media Synlett. ,vol. 2001, pp. 1140- 1142 ,(2001) , 10.1055/S-2001-15166