First controlled asymmetric dihydroxylation of thiophene acrylates

被引：9

作者：

Bonini, C ^{[1
]}

D'Auria, M ^{[1
]}

Fedeli, P ^{[1
]}

机构：

[1] Univ Basilicata, Dipartimento Chim, I-85100 Potenza, Italy

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(02)00688-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The AD of thiophene acrylates afforded the corresponding diols with high ees and good overall fields. The low reactivity of the olefins has been enhanced with the use of a modified AD-mix formulation. by adding Lip to 2 mol% of the chiral catalyst. without effect on the reactive thiophene ring. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3813 / 3815

页数：3

共 21 条

[1]

[Anonymous], CATALYTIC ASYMMETRIC

[2] ASYMMETRIC DIHYDROXYLATION (AD) OF N,N-DIALKYL AND N-METHOXY-N-METHYL ALPHA,BETA-UNSATURATED AND BETA,GAMMA-UNSATURATED AMIDES [J].

BENNANI, YL ;

SHARPLESS, KB .

TETRAHEDRON LETTERS, 1993, 34 (13) :2079-2082

[3]

GANTE J, 1994, ANGEW CHEM INT EDIT, V33, P1699, DOI 10.1002/anie.199416991

[4] Syntheses of D- and L-mannose, gulose, and talose via diastereoselective and enantioselective dihydroxylation reactions [J].

Harris, JM ;

Keranen, MD ;

O'Doherty, GA .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (09) :2982-2983

[5]

Katsuki T., 1999, COMPREHENSIVE ASYMME, V2, P621

[6]

Katsuki T., 1996, ORG REACT, V48, P1, DOI 10.1002/0471264180.or048.01

[7]

KATSUKI T, 1998, TRANSITION METALS OR, V2, P261

[8]

Kolb H. C., 1998, TRANSITION METALS OR, V2, P243

[9] CATALYTIC ASYMMETRIC DIHYDROXYLATION [J].

KOLB, HC ;

VANNIEUWENHZE, MS ;

SHARPLESS, KB .

CHEMICAL REVIEWS, 1994, 94 (08) :2483-2547

[10]

Marko I. E., 1999, COMPREHENSIVE ASYMME, VII, P713

← 1 2 3 →