1620664-60-9Relevant academic research and scientific papers
Total synthesis of (±)-clavilactones A, B, and proposed D through iron-catalyzed carbonylation-peroxidation of olefin
Lv, Leiyang,Shen, Baojian,Li, Zhiping
supporting information, p. 4164 - 4167 (2014/05/06)
Biologically significant clavilactones A, B, and the previously proposed D have been synthesized through iron-catalyzed carbonylation-peroxidation of a 1,5-diene. Three steps from aldehydes, alkenes, and tert-butylhydroperoxide build up α,β-epoxy-γ-butyrolactone skeleton as a key building block for synthesis of clavilactone family and its derivatives. Based on our results, the structure of the proposed clavilactone D is not correct and requires revision. A general, concise, and efficient approach for synthesis of clavilactones A, B, and D has been established. Three steps from aldehydes, 1,5-dienes, and tBuOOH build up α,β-epoxy-γ-butyrolactones (see scheme, left) as the key building blocks for synthesis of clavilactone family and its derivatives. From these results, the previously proposed clavilactone D structure requires revision.
