Synthesis of pyranose glycals via tungsten and molybdenum pentacarbonyl-induced alkynol cyclizations

被引:46
作者
McDonald, FE
Zhu, HYH
机构
[1] Department of Chemistry, Northwestern University, Evanston, IL 60208-3113
关键词
D O I
10.1016/S0040-4020(97)00366-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The tungsten pentacarbonyl-induced cyclization of an acyclic alkynol substrate bearing protected oxygen and nitrogen functional groups provides the cyclic tungsten oxacarbene, which is readily converted into a pyranose glycal structurally related to the carbohydrate moieties of the pluramycin and vancomycin families of antitumor antibiotics. In addition a molybdenum-catalyzed cycloisomerization procedure provides an alternative route to this pyranose glycal. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:11061 / 11068
页数:8
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