An asymmetric dihydroxylation route to (S)-oxybutynin

被引:43
作者
Gupta, P [1 ]
Fernandes, RA [1 ]
Kumar, P [1 ]
机构
[1] Natl Chem Lab, Div Organ Chem Technol, Pune 411008, Maharashtra, India
关键词
D O I
10.1016/S0040-4039(03)00886-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An asymmetric synthesis of (S)-oxybutynin 1 is described using the Sharpless asymmetric dihydroxylation of alpha-cyclohexylstyrene as the key step. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4231 / 4232
页数:2
相关论文
共 27 条
[1]   PARASYMPATHOLYTIC (ANTICHOLINERGIC) ESTERS OF ISOMERIC 2-TROPANOLS .1. GLYCOLATES [J].
ATKINSON, ER ;
MCRITCHIE, DD ;
SHOER, LF ;
HARRIS, LS ;
ARCHER, S ;
ACETO, MD ;
PEARL, J ;
LUDUENA, FP .
JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (12) :1612-1617
[2]  
BAKALE RP, Patent No. 6140529
[3]   A new ligand class for the asymmetric dihydroxylation of olefins [J].
Becker, H ;
Sharpless, KB .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (04) :448-451
[4]   SYNTHETIC STUDIES DIRECTED TOWARD THE EREMANTHOLIDES .2. A NOVEL APPLICATION OF THE RAMBERG-BACKLUND REARRANGEMENT TO A HIGHLY STEREOSELECTIVE SYNTHESIS OF (+)-EREMANTHOLIDE-A [J].
BOECKMAN, RK ;
YOON, SK ;
HECKENDORN, DK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9682-9684
[5]   SYNTHESIS OF THE LIPOPHILIC SIDE-CHAIN OF THE CYCLIC HEXADEPSIPEPTIDE ANTIBIOTIC L-156,602 [J].
CALDWELL, CG ;
RUPPRECHT, KM ;
BONDY, SS ;
DAVIS, AA .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (08) :2355-2361
[6]  
Fernandes RA, 2002, EUR J ORG CHEM, V2002, P2921, DOI 10.1002/1099-0690(200209)2002:17<2921::AID-EJOC2921>3.0.CO
[7]  
2-N
[8]  
Fernandes RA, 2000, EUR J ORG CHEM, V2000, P3447
[9]   Double stereodifferentiation in asymmetric dihydroxylation:: application to the first diastereoselective synthesis of L-xylo-[2R,3S,4S]-C18-phytosphingosine [J].
Fernandes, RA ;
Kumar, P .
TETRAHEDRON LETTERS, 2000, 41 (52) :10309-10312
[10]   Enantioselective synthesis of (R)-(-)-mevalonolactone via cyclic sulfate methodology [J].
Fernandes, RA ;
Kumar, P .
TETRAHEDRON-ASYMMETRY, 1999, 10 (22) :4349-4356