An efficient route to highly enantioenriched tetrahydroazulenes and β-tetralones by desymmetrization reactions of δ,δ-diaryldiazoaceto-acetates

• DOI: 10.1039/c4cc08255a
• Publication Date: 2014-11-11T12:04:30Z
• Authors: Yuxiao Liu; Yongming Deng; Peter Y. Zavalij; Renhua Liu; Michael P. Doyle
• Keywords: Molecular Structure; Cyclization; Stereoisomerism; Acetates; Crystallography, X-Ray; Acids; 01 natural sciences; Azulenes; Catalysis; Tetralones; 0104 chemical sciences

Highly stereoselective desymmetrization reactions of diaryldiazoketoesters catalyzed by chiral dirhodium carboxylates form Buchner reaction products that rearrange to β-tetralones.