Organic letters

Total synthesis of mevashuntin

CC Nawrat, CJ Moody

Index: Nawrat, Christopher C.; Moody, Christopher J. Organic Letters, 2012 , vol. 14, # 6 p. 1484 - 1487

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Citation Number: 18

Abstract

The total synthesis of (±)-mevashuntin, a structurally unique naturally occurring pyrano- naphthoquinone-thiazolone, is described. The route is centered upon a late stage regioselective Diels–Alder reaction between two highly functionalized components, as well as an improved protocol for the one pot synthesis of benzothiazolones from ortho-bromoaryl isothiocyanates. The strategy results in a highly convergent route, providing access to the ...