Pd-catalyzed aminations of aryl triazolones: Effective synthesis of hydroxyitraconazole enantiomers.

被引:35
作者
Tanoury, GJ [1 ]
Senanayake, CH [1 ]
Hett, R [1 ]
Kuhn, AM [1 ]
Kessler, DW [1 ]
Wald, SA [1 ]
机构
[1] Sepracor Inc, Chem Res & Dev, Analyt Dept, Marlborough, MA 01752 USA
关键词
D O I
10.1016/S0040-4039(98)01493-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed amination of triazolone 3 by piperazine 2 was used as the key step in an efficient synthesis of highly enantiomerically-pure hydroxyitraconazole isomers. Compound 2 (>99%ee) was prepared by reaction of an achiral phenol precursor with the corresponding dioxolyl tosylate (>99% ee), and 3 was made by alkylation of 6 with 7 (>99%ee). (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6845 / 6848
页数:4
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