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The Catalytic Enantioselective Claisen Rearrangement of an Allyl Vinyl Ether

2001; Wiley; Volume: 40; Issue: 24 Linguagem: Inglês

10.1002/1521-3773(20011217)40

1521-3773

Lars Abraham, Regina Czerwonka, Martin Hiersemann,

Chemical synthesis and alkaloids

Almost 90 years after it was first described by Ludwig Claisen, a catalyzed enantioselective Claisen rearrangement has been implemented for the first time. Chiral copper(II) bis(oxazolines) catalyzed the Claisen rearrangement of 2-alkoxycarbonyl-substituted allyl vinyl ethers with enantiomeric excesses of 80–90 % (see scheme).