Structure assignment of lagunapyrone B by fluorous mixture synthesis of four candidate stereoisomers

F Yang, JJ Newsome, DP Curran

Index: Yang, Fanglong; Newsome, Jeffery J.; Curran, Dennis P. Journal of the American Chemical Society, 2006 , vol. 128, # 43 p. 14200 - 14205

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Citation Number: 45

Abstract

Techniques of fluorous mixture synthesis have been used to make four candidate stereoisomers for the natural product lagunapyrone B. A quasiracemic mixture of vinyl iodides whose component configurations at C19-21 were encoded by fluorous silyl groups was fused to a central fragment by a Negishi coupling. A separate quasiracemic mixture of pyrone fragments whose component configurations at C6, 7 were also encoded by ...