ChemInform Abstract: Enantioselective Aromatic Claisen Rearrangement.

✍ Scribed by H. ITO; A. SATO; T. TAGUCHI

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 28 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199740114

✦ Synopsis

Enantioselective Aromatic Claisen Rearrangement.

-Allylic aromatic ethers bearing an (E)-or (Z)-side chain undergo highly enantioselective Claisen rearrangements in the presence of the chiral boron reagent (Ia). The method also avoids the formation of para or abnormal Claisen rearrangement products. The reaction proceeds faster in the presence of reagent (Ib); however, the enantioselectivity is decreased (cf. (IIIa)).

-(ITO, H.; SATO, A.;