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The Journal of Organic Chemistry

Total synthesis of the novel coenyzme methoxatin

JB Hendrickson, JG De Vries

文献索引:Hendrickson, James B.; Vries, Johannes G., de Journal of Organic Chemistry, 1985 , vol. 50, # 10 p. 1688 - 1695

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被引用次数: 22

摘要

A convergent total synthesis of the novel coenzyme methoxatin (1) is described. This coenzyme is a pyrroloquinoline quinone tailored for efficient oxidation of methanol and formaldehyde in methylotrophic bacteria. The synthesis was achieved by joining pyrrole subunit 5a with uvitonic acid ester 8b followed by photocyclization of the resulting olefin 9 to deoxymethoxatin 10. Conversion of 10 to methoxatin proceeded in five steps and led to ...