Bi(OTf)3-catalyzed three-component synthesis of α-amino acid derivatives

被引：19

作者：

Schneider, Angelika E. ^{[1
]}

Beisel, Tamara ^{[1
]}

Shemet, Andrej ^{[1
]}

Manolikakes, Georg ^{[1
]}

机构：

[1] Goethe Univ Frankfurt, Dept Organ Chem & Chem Biol, D-60054 Frankfurt, Germany

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 15期

关键词：

N-ACYLIMINIUM IONS; BISMUTH TRIFLATE; ONE-POT; PHARMACOKINETIC PROPERTIES; ANTIBACTERIAL ACTIVITY; ASYMMETRIC-SYNTHESIS; LEWIS-ACID; EFFICIENT; ALLYLATION; ESTERS;

D O I：

10.1039/c4ob00265b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient Bi(OTf)(3)-catalyzed multicomponent synthesis of arylglycines from readily available starting materials is described. The reaction proceeds under mild conditions and provides a general route to various N-protected arylglycines.

引用

页码：2356 / 2359

页数：4

共 58 条

[41]

SCHOUTEETEN A, 1978, B SOC CHIM FR II-CH, P248

[42] Rh-catalyzed asymmetric hydrogenation of α-aryl imino esters:: An efficient enantioselective synthesis of aryl glycine derivatives [J].

Shang, Gao ;

Yang, Qin ;

Zhang, Xumu .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (38) :6360-6362

[43] Carboxylic acid catalyzed three-component aza-Friedel-Crafts reactions in water for the synthesis of 3-substituted indoles [J].

Shirakawa, Seiji ;

Kobayashi, Shu .

ORGANIC LETTERS, 2006, 8 (21) :4939-4942

[44] New developments in the chemistry of N-acyliminium ions and related intermediates [J].

Speckamp, WN ;

Moolenaar, MJ .

TETRAHEDRON, 2000, 56 (24) :3817-3856

[45]

Strecker A., 1850, LIEBIGS ANN CHEM, V75, P27, DOI [10.1002/jlac.18500750103, DOI 10.1002/JLAC.18500750103]

[46] Hidden Bronsted Acid Catalysis: Pathways of Accidental or Deliberate Generation of Triflic Acid from Metal Triflates [J].

Tuan Thanh Dang ;

Boeck, Florian ;

Hintermann, Lukas .

JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (22) :9353-9361

[47] Glycopeptide antibiotics from conventional molecules to new derivatives [J].

Van Bambeke, F ;

Van Laethem, Y ;

Courvalin, P ;

Tulkens, PM .

DRUGS, 2004, 64 (09) :913-936

[48] Evidence that protons can be the active catalysts in Lewis acid mediated hetero-Michael addition reactions [J].

Wabnitz, TC ;

Yu, JQ ;

Spencer, JB .

CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (02) :484-493

[49] Asymmetric Strecker Reactions [J].

Wang, Jun ;

Liu, Xiaohua ;

Feng, Xiaoming .

CHEMICAL REVIEWS, 2011, 111 (11) :6947-6983

[50] ASYMMETRIC-SYNTHESIS OF ARYLGLYCINES [J].

WILLIAMS, RM ;

HENDRIX, JA .

CHEMICAL REVIEWS, 1992, 92 (05) :889-917

← 1 2 3 4 5 6 →