Proline-catalysed asymmetric amination of α,α-disubstituted aldehydes:: synthesis of configurationally stable enantioenriched α-aminoaldehydes

被引:138
作者
Vogt, H
Vanderheiden, S
Bräse, S
机构
[1] Univ Karlsruhe, Inst Organ Chem, D-76131 Karlsruhe, Germany
[2] Univ Bonn, Kekule Inst Organ Chem & Biochem, D-53121 Bonn, Germany
关键词
D O I
10.1039/b305465a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Proline-catalysed amination of alpha,alpha-disubstituted racemic aldehydes with azodicarboxylates proceeds smoothly to give configurationally stable scalemic aldehydes and oxazolidinones in up to 86% ee.
引用
收藏
页码:2448 / 2449
页数:2
相关论文
共 33 条
[1]  
AHREND M, 1999, ANGEW CHEM, V111, P3047
[2]  
Arend M, 1999, ANGEW CHEM INT EDIT, V38, P2873, DOI 10.1002/(SICI)1521-3773(19991004)38:19<2873::AID-ANIE2873>3.0.CO
[3]  
2-P
[4]   Harzianin HB I, an 11-residue peptaibol from Trichoderma harzianum: Isolation, sequence, solution synthesis and membrane activity [J].
AugevenBour, I ;
Rebuffat, S ;
Auvin, C ;
Goulard, C ;
Prigent, Y ;
Bodo, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (10) :1587-1594
[5]   STRUCTURAL ELUCIDATION OF TRIKONINGIN-KA AND TRIKONINGIN-KB, PEPTAIBOLS FROM TRICHODERMA-KONINGII [J].
AUVINGUETTE, C ;
REBUFFAT, S ;
VUIDEPOT, I ;
MASSIAS, M ;
BODO, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (02) :249-255
[6]   Structure-activity relationships for a series of phenylglycine derivatives acting at metabotropic glutamate receptors (mGluRs) [J].
Bedingfield, JS ;
Kemp, MC ;
Jane, DE ;
Tse, HW ;
Roberts, PJ ;
Watkins, JC .
BRITISH JOURNAL OF PHARMACOLOGY, 1995, 116 (08) :3323-3329
[7]  
Bogevig A, 2002, ANGEW CHEM INT EDIT, V41, P1790, DOI 10.1002/1521-3773(20020517)41:10<1790::AID-ANIE1790>3.0.CO
[8]  
2-Y
[9]  
Bogevig A., 2002, ANGEW CHEM, V114, P1868
[10]   A NEW APPROACH TO POLYPROPIONATES - ROUTES TO SUBUNITS OF MONENSIN AND TIRANDAMYCIN [J].
DANISHEFSKY, S ;
HARVEY, DF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (23) :6647-6652