Synthesis of the bisbenzannelated spiroketal core of the γ-rubromycins.: The use of a novel Nef-type reaction mediated by Pearlman's catalyst

被引:46
作者
Capecchi, T [1 ]
de Koning, CB [1 ]
Michael, JP [1 ]
机构
[1] Univ Witwatersrand, Dept Chem, Ctr Mol Design, ZA-2050 Witwatersrand, South Africa
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 16期
关键词
D O I
10.1039/b002984j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the bisbenzannelated spiroketal core 6 of the gamma-rubromycin 1 from the substituted nitrostyrene 20 was achieved by using a novel Nef-type reaction mediated by Pearlman's catalyst. The precursor 28 was synthesised from readily prepared starting materials using Henry condensation chemistry. The product 6 was found to exist in two conformations in solution as shown by NMR spectroscopy.
引用
收藏
页码:2681 / 2688
页数:8
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