Efficient stereoselective synthesis of cis,syn-hydroxyitraconazole isomers

被引:4
作者
Tanoury, GJ
Senanayake, CH
Hett, R
Hong, YP
Wald, SA
机构
[1] Dept. of Chem. R. and D., Sepracor Inc., Marlborough, MA 01752
关键词
D O I
10.1016/S0040-4039(97)10129-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first stereoselective synthesis of cis,syn-hydroxyitraconazole isomers via a tricomponent coupling strategy is described. The isomers are prepared from two chiral subunits and connected via an achiral linker. A highly stereoselective route to the cis,syn-isomers is presented. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:7839 / 7842
页数:4
相关论文
共 16 条
[1]  
BISCHOFBERGER N, 1988, J ORG CHEM, P3457
[2]  
COLE AG, 1995, J CHEM SOC P1, V21, P2695
[3]  
COLE AG, 1995, J CHEM SOC P1, V21, P2685
[4]   VICINAL DIOL CYCLIC SULFATES - LIKE EPOXIDES ONLY MORE REACTIVE [J].
GAO, Y ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) :7538-7539
[5]   ANTIMYCOTIC AZOLES .7. SYNTHESIS AND ANTIFUNGAL PROPERTIES OF A SERIES OF NOVEL TRIAZOL-3-ONES [J].
HEERES, J ;
BACKX, LJJ ;
VANCUTSEM, J .
JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (07) :894-900
[6]  
HEERES J, 1989, Patent No. 4791111
[7]  
KLOTZ W, 1996, SYNTHESIS-STUTTGART, V6, P687
[8]   VICINAL DIOL CYCLIC THIONOCARBONATES - LIKE CYCLIC SULFATES, AND MORE [J].
KO, SY .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (20) :6250-6251
[9]  
LAIV A, 1984, CARBOHYD RES, V131, pC8
[10]   NEW CHEMISTRY OF NITROSOAMIDES .5. A NEW METHOD FOR TRANSFORMING PRIMARY AMINES INTO PHOSPHORIC-ACID MONOESTERS [J].
LUO, JP ;
GANEM, B .
TETRAHEDRON LETTERS, 1991, 32 (27) :3145-3146