Synthesis of Axially Chiral Amino Acid and Amino Alcohols via Additive−Ligand-Free Pd-Catalyzed Domino Coupling Reaction and Subsequent Transformations of the Product Amidoaza[5]helicene

• DOI: 10.1021/jo101524t
• Publication Date: 2010-09-14T17:25:17Z
• Authors: Takumi Furuta; Junya Yamamoto; Yuki Kitamura; Ayano Hashimoto; Hyuma Masu; Isao Azumaya; Toshiyuki Kan; Takeo Kawabata
• Keywords: Helicene; Chiral ligand; Cascade reaction; Coupling reaction

Novel optically active axially chiral amino acid and alcohols have been synthesized efficiently via lactam ring-opening, with the aid of an alcohol, amidoaza[5]helicene 5, which has readily prepared by additive-ligand-free Pd catalyzed domino coupling reaction in a single step. The stereostructures these molecules also clarified.