Palladium(0)-catalyzed tandem cyclization of N-(2',4'-dienyl)alkynamides to α-alkylidene-γ-lactams

Tetrahedron Letters

Volumn 40, Issue 48, 1999, Pages 8415-8418

  Xie, Xu ^a   Lu, Xiyan ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

Alkylidene lactams; Allyl palladium complex; Palladium(0)

Indexed keywords

ALPHA ALKYLIDENE GAMMA LACTAM; AMIDE; GAMMA LACTAM DERIVATIVE; PALLADIUM; PALLADIUM COMPLEX; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CYCLIZATION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0033607739     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01598-1     Document Type: Article

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21. 2=6.9 Hz, 1H), 7.17-7.35 (m, 10H); MS: 415 (M+1, 3.25), 399 (100.00), 91 (89.87), 124 (66.50), 112 (44.37), 400 (30.88), 329 (27.58); IR: 2931, 1675, 1440, 703; HRMS: calcd: 414.2671, found: 414.2651. The stereochemistry of the double bonds on α and β substituents of 4a are both E configurations determined by NOESY spectra.
22. When dimethyl sodiomalonate was taken as the nucleophile, only 18% yield of the corresponding α-alkylidene-γ-lactam was obtained.