A mild and efficient synthesis of 2,5-disubstituted 2,3-dihydro-4-pyridones catalyzed by Yb(OTf)(3)

• Published in: Synlett no. 6; pp. 1018 - 1020
• Main Authors: Cheng, K, Zeng, BQ, Yu, ZP, Gao, B, Feng, XM
• Format: Journal Article
• Language: English
• Published: STUTTGART Thieme Medical Publishers 06.04.2005
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; Lewis acid; BORON REAGENT; DANISHEFSKYS DIENE; N-benzhydryl imines; ENANTIOSELECTIVE SYNTHESIS; SOLID-PHASE; ALPHA-AMINO-ACIDS; solvent-free; AZA-DIELS-ALDER; three-component reaction; TRIFLATE; LEWIS-ACID CATALYSTS; QUINOLINE DERIVATIVES; Diels-Alder reaction; N-SULFONYL IMINES

A highly efficient aza-Diels-Alder reaction of trans-1-methoxy-2-methyl-3-trimethylsiloxybuta-1,3-diene with N-benz-hydryl imines was catalyzed by Yb(OTf)(3) in toluene at room temperature to give corresponding 2,5-disubstituted 2,3-dihydro-4pyridones in high yields. Three-component reactions of die...