Organic Letters 2012-08-17

First enantioselective total synthesis of (+)-(R)-Pinnatolide using an asymmetric domino allylation reaction.

Lutz F Tietze, Thomas Wolfram, Julian J Holstein, Birger Dittrich

Index: Org. Lett. 14(16) , 4035-7, (2012)

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Abstract

An efficient total synthesis of (+)-(R)-Pinnatolide is described. As a key step an asymmetric multicomponent domino allylation reaction of methyl levulinate is used to form the quaternary stereogenic center in a highly selective way.