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.
Novel optically active axially chiral amino acid and amino alcohols have been synthesized efficiently via lactam ring-opening, with the aid of an optically active alcohol, amidoaza[5]helicene 5, which has been readily prepared by an additive-ligand-free Pd catalyzed domino coupling reaction in a single step. The stereostructures of these chiral molecules have also been clarified.
Furuta
Takumi
T
Institute for Chemical Research, Kyoto University, Uji 611-0011, Kyoto, Japan. furuta@fos.kuicr.kyoto-u.ac.jp
Yamamoto
Junya
J
Kitamura
Yuki
Y
Hashimoto
Ayano
A
Masu
Hyuma
H
Azumaya
Isao
I
Kan
Toshiyuki
T
Kawabata
Takeo
T
D000577:Amides / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000577:Amides; D000596:Amino Acids; D000605:Amino Alcohols; D008024:Ligands; D009942:Organometallic Compounds; D010165:Palladium