Novel synthesis of furan-2-acetic esters by palladium-catalysed oxidative cyclization-alkoxycarbonylation of (Z)-2-En-4-yn-1-ols

Tetrahedron Letters

Volumn 38, Issue 39, 1997, Pages 6877-6880

  Gabriele, Bartolo ^a   Salerno, Giuseppe ^a   De Pascali, Francesca ^a   Scianò, Giuseppe Tomasi ^a   Costa, Mirco ^b   Chiusoli, Gian Paolo ^b  

^a UNIVERSITY OF CALABRIA   (Italy)

^b UNIVERSITY OF PARMA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

FURAN DERIVATIVE; LACTONE DERIVATIVE; PALLADIUM COMPLEX;

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

EID: 0030861889     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01584-0     Document Type: Article

References (12)

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2. b) Gabriele, B.; Salerno, G.: De Pascali, F.; Costa M.; Chiusoli, G. P. J. Chem. Soc., Perkin Trans. 1 1997, 147-154.
3. Gabriele B.: Salerno, G., Chem. Commun. 1997, 1083-1084.
4. +, 31), 197 (100), 181 (87), 165 (6), 153 (30), 139 (42), 138 (12), 125 (12), 123 (22), 122 (28), 121 (25), 107 (15), 95 (13), 93 (16), 91 (9), 79 (11), 77 (21), 65 (10), 59 (24) and 55 (10).
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6. In spite of the formal analogy, only little amounts (≤ 5%) of 2 are formed by applying Semmelhack's procedure to enynols 1. For example, starting from 1a, methyl 3-methylfuran-2-acetate 2a (4%) and 2,3-dimethylfuran 3a (48%) were formed along with an unidentified heavy residue.
7. Lambert, C.; Utimoto, K.; Nozaki, H. Tetrahedron Lett. 1984, 25, 5323-5326.
8. a) Gabriele, B.; Costa, M.; Salerno, G.: Chiusoli, G. P. J. Chem. Soc., Chem. Commun. 1992, 1007-1008;
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