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The Journal of Organic Chemistry

Jatrophone analogs: synthesis of cis-and trans-normethyljatropholactones

AB Smith III, MS Malamas

文献索引:Smith, Amos B.; Malamas, Michael S. Journal of Organic Chemistry, 1982 , vol. 47, # 18 p. 3442 - 3447

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被引用次数: 18

摘要

This, a full account, discloses an efficient, convergent synthesis of two novel analogues of the macrocyclic antitumor diterpene jatrophone (1). We term these analogues cis-and trans- normethyljatropholactone (2 and 3, respectively). Our approach in each case begins with the bis (trimethylsily1oxy) ketone 7 and the requisite acetylenic or trans ester-aldehyde, 8 or 12a. Application of our previously developed 3 (2H)-furanone synthetic protocol consisting ...