Diastereo- and enantioselective Pd(II)-catalyzed additions of 2-alkylazaarenes to N-Boc imines and nitroalkenes.
A chiral Pd(II)-bis(oxazoline) complex was found to be highly effective in promoting the first direct diastereo- and enantioselective addition of alkylazaarenes to N-Boc aldimines and nitroalkenes under mild conditions. Deprotection of Boc-protected products proceeded readily to provide amines in high yields.
EaStCHEM, School of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom.
Daniel
D
Best
Szymon
S
Kujawa
Hon Wai
HW
Lam
D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D001372:Aza Compounds / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis / Q000737:chemistry*; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry*; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D001372:Aza Compounds; D006841:Hydrocarbons, Aromatic; D007097:Imines; D009574:Nitro Compounds; D010080:Oxazoles; D010165:Palladium