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|Title:||Total synthesis of naphterpin and marinone natural products|
|Citation:||Organic Letters, 2019; 21(20):8312-8315|
|Lauren A. M. Murray, Thomas Fallon, Christopher J. Sumby, and Jonathan H. George|
|Abstract:||A concise and divergent strategy for the synthesis of the naphterpin and marinone meroterpenoid families has been developed. The approach features a succession of pericyclic reactions-an aromatic Claisen rearrangement, a retro-6π-electrocyclization, and two Diels-Alder reactions-which facilitated the first total synthesis of naphterpin itself in five steps from 2,5-dimethoxyphenol, alongside similar syntheses of 7-demethylnaphterpin and debromomarinone. Late-stage oxidation and bromination reactions were also investigated, leading to the first total syntheses of naphterpins B and C and isomarinone.|
|Rights:||Copyright © 2019 American Chemical Society|
|Appears in Collections:||Aurora harvest 8|
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