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Liebigs Annalen der Chemie

An improved synthesis of bicyclo [3.3. 0] octane??2, 6??dione

H Quast, R Janiak

文献索引:Quast, Helmut; Janiak, Rolf Liebigs Annalen der Chemie, 1991 , # 12 p. 1305 - 1308

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被引用次数: 2

摘要

Abstract The Michael addition of dimethyl malonate (12) to tert-butyl acrylate (11), carried out without solvent, affords the triester 13a in 88% yield on a kg scale. Selective partial hydrolysis of 13a produces the monoacid 13b almost quantitatively. The Kolbe electrolysis of 13b furnishes the tetraester 7c as a crystalline 1: 1 mixture of diastereomers in 62–74% yield. The Dieckmann condensation of 7c is induced by sodium hydride/tert-butyl alcohol ...