Studies toward the biomimetic synthesis of tropolone natural products via a hetero Diels-Alder reaction

被引:61
作者
Baldwin, JE [1 ]
Mayweg, AVW [1 ]
Neumann, K [1 ]
Pritchard, GJ [1 ]
机构
[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England
关键词
D O I
10.1021/ol991067y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Analogues of the tropolone natural products pycnidione and epolone B were synthesized via a hetero Diels-Alder reaction of benzotropolone 10 with humulene, The quinone methide benzotropolone 13 was generated in situ by thermalisation of benzotropolone 10, Benzotropolone 10 was derived from phthalic acid via carbonyl ylide 8a followed by an intramolecular 1,3-dipolar cycloaddition and subsequent acid catalyzed ring opening.
引用
收藏
页码:1933 / 1935
页数:3
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