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

T Capecchi, CB de Koning, JP Michael

文献索引：Capecchi, Tanya; De Koning, Charles B.; Michael, Joseph P. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 16 p. 2681 - 2688

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被引用次数: 55

摘要

The synthesis of the bisbenzannelated spiroketal core 6 of γ-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.