A facile synthesis of cephem side chains by palladium catalyzed cross- coupling of 3-substituted-δ3-cephems with dialkylzinc or vinyltributyltin

Tetrahedron Letters

Volumn 39, Issue 47, 1998, Pages 8743-8746

  Contento, Michele ^a   Da Col, Marco ^b,c   Galletti, Paola ^a   Sandri, Sergio ^a   Umani Ronchi, Achille ^a  

^a UNIVERSITY OF BOLOGNA   (Italy)

^b Biochimica OPOS SpA   (Italy)

^c RIBBON s r 1 ^*  (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CEPHALOSPORIN; CEPHEM DERIVATIVE; PALLADIUM;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 0032547969     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01940-6     Document Type: Article

References (19)

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16. 3N (4.6 μL, 0.033 mmol) and 1.25 eq. of vinyltributyltin (0.12 mL, 0.41 mL). The reaction is followed by TLC and HPLC analysis and after consumption of the starting material the reaction mixture is diluted with 20 mL of AcOEt and washed with water (3x20 mL). The organic phase is dried, concentrated in vacuo and purified on silica gel to furnish (146.7 mg) of products 4a/5a as an amorphous solid in 20/80 ratio and 87% overall yield. All compounds gave spectral data identical with those reported in literature.
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