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Journal of the American Chemical Society

Synthesis of (dl)-pentalenolactones E and F

DE Cane, PJ Thomas

文献索引:Cane; Thomas Journal of the American Chemical Society, 1984 , vol. 106, # 18 p. 5295 - 5303

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被引用次数: 93

摘要

Abstract: The methyl esters of (&)-pentalenolactone E (5-Me) and F (&Me) have been synthesized by a route based on the intramolecular insertion of an a-acylcarbene into an unactivated CH bond to effect closure of the key fused &lactone ring system. Thus 7, 7- dimethylbicyclo [3.3. 0] octan-3-one (10) was assembled in seven steps from dimethyl 3, 3- dimethylglutarate (13). The requisite (diazoacetoxy) methyl side chain was appended to ...