A new entry of nucleophiles in rhodium-catalyzed asymmetric 1,4-addition reactions: addition of organozinc reagents for the synthesis of 2-aryl-4-piperidones.
A rhodium-catalyzed asymmetric 1,4-addition reaction has been applied to the synthesis of 2-aryl-4-piperidones. While other conventional nucleophiles fail, organozinc reagents have been successfully utilized for the construction of these useful compounds in very good yield and enantiomeric excess.
Shintani
Ryo
R
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
Tokunaga
Norihito
N
Doi
Hidenori
H
Hayashi
Tamio
T
D002384:Catalysis; D007202:Indicators and Reagents; D009942:Organometallic Compounds / Q000737:chemistry; D010881:Piperidones / Q000138:chemical synthesis*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D015320:Tachykinins / Q000037:antagonists & inhibitors; D015032:Zinc / Q000737:chemistry*
D007202:Indicators and Reagents; D009942:Organometallic Compounds; D010881:Piperidones; D015320:Tachykinins; D012238:Rhodium; D015032:Zinc