Synthesis of enantiomerically pure carbohydrate-derived annulated cyclopentadienes and of a ferrocene

被引:3
|
作者
Widauer, C [1 ]
Bernet, B [1 ]
Vasella, A [1 ]
机构
[1] ETH Zentrum, Organ Chem Lab, CH-8092 Zurich, Switzerland
关键词
D O I
10.1080/00397919808005930
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,3,4,6-Tetra-O-methyl-D-mannitol (3) was synthesized on a large scale in five steps from D-mannitol. Its dimesylate 4 reacted with cyclopentadienyl-sodium to the spiro[4,4]nona-1,3-diene 5. Thermolysis of 5 at 180 degrees gave a mixture of the three tetrahydroindenes 6a/6b/6c which were transformed into the ferrocene 7. The structure of 7 was established by X-ray analysis.
引用
收藏
页码:593 / 602
页数:10
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