A new improved palladium-catalyzed amidocarbonylation

被引：35

作者：

Beller, M ^{[1
]}

Moradi, WA ^{[1
]}

Eckert, M ^{[1
]}

Neumann, H ^{[1
]}

机构：

[1] Univ Rostock, Inst Organ Katalyseforsch, D-18055 Rostock, Germany

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 24期

关键词：

amidocarbonylation; amino acid derivatives; heterogeneous palladium catalysts; peptoids;

D O I：

10.1016/S0040-4039(99)00801-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and improved variant of the palladium-catalyzed amidocarbonylation(1)) to yield N-acyl-alpha-amino acids is described. Using Pd/C as catalyst the products were prepared in good to excellent yields (up to 98 %). Advantages of the Pd/C-catalyst with regard to former catalyst systems are demonstrated by the preparation of N-substituted non-natural amino acids which are of current interest as structural units of peptoids. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4523 / 4526

页数：4

共 18 条

[1] Palladium-catalyzed amidocarbonylation - A new, efficient synthesis of N-acyl amino acids
Beller, M
Eckert, M
Vollmuller, F
Bogdanovic, S
Geissler, H
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (13-14): : 1494 - 1496
[2] Beller M, 1998, CHEM-EUR J, V4, P935, DOI 10.1002/(SICI)1521-3765(19980515)4:5<935::AID-CHEM935>3.0.CO
[3] 2-#
[4] Beller M, 1999, SYNLETT, P108
[5] A new class of catalysts with superior activity and selectivity for amidocarbonylation reactions
Beller, M
Eckert, MK
Vollmuller, F
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1998, 135 (01) : 23 - 33
[6] Palladium-catalyzed reactions for fine chemical synthesis part 8 -: Efficient synthesis of N-acyl-α-arylglycines via palladium-catalyzed amidocarbonylation:: Application to the central amino acid of chloropeptin
Beller, M
Eckert, M
Holla, EW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (16) : 5658 - 5661
[7] BELLER M, 1999, IN PRESS ANGEW CHEM, V111
[8] BELLER M, 1997, ANGEW CHEM, V109, P1534
[9] Synthesis and use of enantiomerically pure tert-leucine
Bommarius, AS
Schwarm, M
Stingl, K
Kottenhahn, M
Huthmacher, K
Drauz, K
[J]. TETRAHEDRON-ASYMMETRY, 1995, 6 (12) : 2851 - 2888
[10] RECENT DEVELOPMENTS IN THE STEREOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS
DUTHALER, RO
[J]. TETRAHEDRON, 1994, 50 (06) : 1539 - 1650

← 1 2 →