TOTAL SYNTHESES OF MYRIOCIN AND Z-MYRIOCIN, 2 POTENT IMMUNOSUPPRESSANTS, FROM 2-DEOXY-D-GLUCOSE

被引：42

作者：

YOSHIKAWA, M

YOKOKAWA, Y

OKUNO, Y

MURAKAMI, N

机构：

[1] Kyoto Pharmaceutical University, Yamashina-ku, Kyoto, 607, 5 Nakauchi-cho, Misasagi

来源：

TETRAHEDRON | 1995年 / 51卷 / 22期

关键词：

D O I：

10.1016/0040-4020(95)00279-H

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Total syntheses of myriocin (thermozymocidin, ISP-1, 21) and its analog, Z-myriocin (22), which showed potent immunosuppressive activity, were accomplished starting from 2-deoxy-D-glucose by employing a modified Darzen reaction as a key reaction. The stereoselectivity of the modified Darzen reaction for six-membered cyclic ketones was discussed on the basis of physicochemical evidence including the conformational analyses of the cyclic ketones based on molecular mechanics calculation.

引用

页码：6209 / 6228

页数：20

共 30 条

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