Efficient synthesis of functionalized [7]helicenes

被引:50
作者
Fox, JM [1 ]
Goldberg, NR [1 ]
Katz, TJ [1 ]
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
D O I
10.1021/jo981380y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[7]Helicenebisquinones can be made easily and in quantity by reacting the silyl enol ethers of a 9,10-dialkoxy-, or better a 9,10-disiloxy-, 3,6-diacetylphenanthrene, with p-benzoquinone. If an ethyl, enol ether is used in place of the silyl enol ether, the transformation proceeds in much lower yield. The [7]helicenes are efficiently resolved into their enantiomers, and absolute configurations are assigned.
引用
收藏
页码:7456 / 7462
页数:7
相关论文
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