(ETA-6-ARENE)CHROMIUM COMPLEXES IN ORGANIC-SYNTHESIS - SYNTHESIS OF (+/-)-DIHYDROXYSERRULATIC ACID

被引:43
作者
UEMURA, M
NISHIMURA, H
MINAMI, T
HAYASHI, Y
机构
[1] Osaka City University, Osaka 558, Sugimoto 3-3-138, Sumiyoshi-ku
[2] Sagami Chemical Research Center, Sagamihara, Kanagawa 299
关键词
D O I
10.1021/ja00014a036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The title compound 1 has been synthesized by utilizing some characteristic properties of (eta-6-arene)chromium complexes. The synthesis of dihydroxyserrulatic acid (1) consists of the following three key steps: (1) nucleophilic addition of a dithianyl group at the meta position to an electron-donating methoxy group, (2) trans arrangement of two benzylic substituents (at C-1 and C-4 positions), and (3) stereocontrol between C-4 and C-11 positions (extracyclic position). These three steps have been realized with high regio- and stereoselectivities by utilizing (arene)chromium complexes.
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页码:5402 / 5410
页数:9
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