Synthesis of 5, 5-Dimethyl-4-acetoxy-2-cyclopentenone and 5-Methyl-t-5-acetoxymethyl-r-4-acetoxy-2-cyclopentenone Intermediates for Illudin M and S

T Matsumoto, H Shirahama, A Ichihara, H Shin…

文献索引：Matsumoto,T. et al. Bulletin of the Chemical Society of Japan, 1972 , vol. 45, # 4 p. 1140 - 1144

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被引用次数: 9

摘要

April, 1972} intermediate for illudin S, can be prepared through common compounds. However, for the synthesis of illudin M, a simpler method for 2 was desirable. Readily accessible 5,5-dimethyl-2,4-dicarbethoxycyclo- pentanone 249) was converted by boiling with dilute perchloride acid into 5,5-dimethyl-4-carboxycyclopen— tanone (25), mp 107°C, in 60% yield. Bromination of 25 with bromine afforded, in quantitative yield, 5,5-dimethy1-4-carboxy-2- ...