DERIVATIVES OF 1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE FOR DIELS-ALDER REACTIONS

被引：178
作者：
DANISHEFSKY, S
YAN, CF
SINGH, RK
GAMMILL, RB
MCCURRY, PM
FRITSCH, N
CLARDY, J
机构：
[1] CARNEGIE MELLON UNIV,DEPT CHEM,PITTSBURGH,PA 15213
[2] CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1979年 / 101卷 / 23期
关键词：
D O I：
10.1021/ja00517a037
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The preparation and Diels-Alder cycloadditions of the following highly functionalized drenes are described: (1) (E)-1-methoxy-2-methyl-3-trimethylsilyloxy-1,3-butadiene (5), (2) (E.Z)-1 -methoxy-3-trimethylsiiyloxy-4-methyl-1,3-butadiene (6), (3) (E,Z)-l-methoxy-2,4-dimethyl-3-trimethylsilyloxy-l,3-butadiene (7), (4) (E,Z)-l-methoxy-3-trimethylsilyloxy-1,3-butadiene (25), and (5) 1,1-dimethoxy-3-trimethylsilyloxy-1,3-butadiene (46). The use of these dienes in Diels-Alder reactions enables rapid access to diversely functionalized aromatics, cyclohexenones, cyclohexadienones, and 3-methoxycyclo-hexenones. © 1979, American Chemical Society. All rights reserved.
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页码：7001 / 7008
页数：8
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