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

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

Organic letters (2012-08-03)
Lutz F Tietze, Thomas Wolfram, Julian J Holstein, Birger Dittrich
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Methyl levulinate, ≥98.0%