Rhodium-catalysed 1,4-additions in water:: Synthesis of succinic esters and β2-amino acid derivatives

被引：14

作者：

Wadsworth, KJ ^{[1
]}

Wood, FK ^{[1
]}

Chapman, CJ ^{[1
]}

Frost, CG ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

来源：

SYNLETT | 2004年 / 11期

关键词：

conjugate addition; rhodium; boronic acids; succinic esters; beta(2)-amino acids;

D O I：

10.1055/s-2004-830880

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rhodium-catalysed addition of boronic acids to alpha-substituted activated alkenes proceeds smoothly in water resulting in a unique synthesis of both succinic esters and beta(2)-amino acid derivatives.

引用

页码：2022 / 2024

页数：3

共 30 条

[1] The aqueous trimethylamine mediated Baylis-Hillman reaction
Basavaiah, D
Krishnamacharyulu, M
Rao, AJ
[J]. SYNTHETIC COMMUNICATIONS, 2000, 30 (11) : 2061 - 2069
[2] BUHLMAYER P, 1988, J MED CHEM, V31, P1839
[3] Burk MJ, 1998, ANGEW CHEM INT EDIT, V37, P1931, DOI 10.1002/(SICI)1521-3773(19980803)37:13/14<1931::AID-ANIE1931>3.0.CO
[4] 2-3
[5] Asymmetric synthesis of alpha-amino acids via diastereoselective addition of (R)-pantolactone to their ketenes
Calmes, M
Daunis, J
Mai, N
[J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (10) : 1641 - 1648
[6] Synthesis of functionalised phenylalanines using rhodium catalysis in water
Chapman, CJ
Frost, CG
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (03) : 353 - 355
[7] Enantioselective rhodium-catalysed addition of boronic acids using C2-symmetric aryl diphosphite ligands
Chapman, CJ
Wadsworth, KJ
Frost, CG
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 680 (1-2) : 206 - 211
[8] Compton N, 2002, CHEM-EUR J, V8, P3, DOI 10.1002/1521-3765(20020104)8:1<3::AID-CHEM3>3.0.CO
[9] 2-S
[10] THE 5 MONOCARBOXYLIC ACIDS OF PHENANTHRENE
DIXON, JA
NEISWENDER, DD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (04) : 499 - 503

← 1 2 3 →