Synthesis of a new proline-derived organic catalyst and its evaluation for direct aldol reaction

被引：30

作者：

Tanimori, S ^{[1
]}

Naka, T ^{[1
]}

Kirihata, M ^{[1
]}

机构：

[1] Osaka Prefecture Univ, Grad Sch Agr & Life Sci, Dept Appl Biochem, Sakai, Osaka 5998531, Japan

来源：

SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 22期

关键词：

asymmetric synthesis; direct aldol reaction; organic catalyst; proline derivatives;

D O I：

10.1081/SCC-200036576

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aldol condensation of isobutylaldehyde with acetone catalyzed by amides and amines (1-8) derived from L-proline gave beta-hydroxy ketone 17 in 80%ee.

引用

页码：4043 / 4048

页数：6

共 10 条

[1] Rh and Ir complexes containing multidentate, C2-symmetry ligands.: Structural and catalytic properties in asymmetric hydrogenation
Alcón, MJ
Iglesias, M
Sánchez, F
Viani, I
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 601 (02) : 284 - 292
[2] Copper and manganese complexes with C2-multitopic ligands.: X-ray crystal structure of [Cu(N,N′bis[(S)-prolyl]phenylenediamine)H2O].: Catalytic properties
Alcón, MJ
Iglesias, M
Sánchez, F
[J]. INORGANICA CHIMICA ACTA, 2002, 333 (01) : 83 - 92
[3] Synthesis of Rh(I) and Ir(I) complexes with chiral C2-multitopic ligands -: Structural and catalytic properties
Alcón, MJ
Iglesias, M
Sánchez, F
Viani, I
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 634 (01) : 25 - 33
[4] Direct organocatalytic aldol reactions in buffered aqueous media
Córdova, A
Notz, W
Barbas, CF
[J]. CHEMICAL COMMUNICATIONS, 2002, (24) : 3024 - 3025
[5] ASYMMETRIC SYNTHESIS OF BICYCLIC INTERMEDIATES OF NATURAL PRODUCT CHEMISTRY
HAJOS, ZG
PARRISH, DR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (12) : 1615 - 1621
[6] LANCASTER M, 2002, GREEN CHEM RS C
[7] Proline-catalyzed direct asymmetric aldol reactions
List, B
Lerner, RA
Barbas, CF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (10) : 2395 - 2396
[8] Diversity-based strategy for discovery of environmentally benign organocatalyst: diamine-protonic acid catalysts for asymmetric direct aldol reaction
Nakadai, M
Saito, S
Yamamoto, H
[J]. TETRAHEDRON, 2002, 58 (41) : 8167 - 8177
[9] Novel small organic molecules for a highly enantioselective direct Aldol reaction
Tang, Z
Jiang, F
Yu, LT
Cui, X
Gong, LZ
Mi, AQ
Jiang, YZ
Wu, YD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (18) : 5262 - 5263
[10] Direct catalytic asymmetric aldol reactions of aldehydes with unmodified ketones
Yamada, YMA
Yoshikawa, N
Sasai, H
Shibasaki, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (17) : 1871 - 1873

← 1 →