Substituent effects on the SmI2/Pd(0)-promoted carbohydrate ring-contraction of 5-alkynylpyranosides

Tetrahedron

Volumn 59, Issue 36, 2003, Pages 7111-7121

  Aurrecoechea, José M ^a   Gil, Jesús H ^a   López, Beatriz ^a  

^a UNIVERSITY OF THE BASQUE COUNTRY UPV EHU   (Spain)

Author keywords

Allenylpalladium; Carbohydrate ring contraction; Intramolecular propargylation; Samarium

Indexed keywords

1,1 DIMETHOXYTRIDEC 6 YN 5 OL; 1,5 ANHYDRO 3,4 DI O BENZYL 6 O (TERT BUTYLDIMETHYLSILYL) 2 DEOXY DEXTRO ARABINOHEX 1 ENITOL; 6 (OCT 1 YNYL)TETRAHYDROPYRAN 2 YL ACETATE; 6 ETHYNYLTETRAHYDROPYRAN 2 YL ACETATE; 7,7 DIMETHOXYHEPT 1 YN 3 OL; ALKYNE; CARBOHYDRATE; CYCLOPENTANONE DERIVATIVE; METHYL 3 O BENZYL 2,4 DIDEOXY ALPHA DEXTRO THREO HEXAPYRANOSIDE; METHYL 3 O BENZYL 2,4,6 TRIDEOXY ALPHA DEXTRO THREO HEPT 6 YNOPYRANOSIDE; METHYL 3 O BENZYL 6 O (TERT BUTYLDIMETHYLSILYL) 2,4 BIS O (METHYLSULFANYLTHIOCARBONYL) ALPHA DEXTRO GALACTOPYRANOSIDE; METHYL 3 O BENZYL 6 O (TERT BUTYLDIMETHYLSILYL) ALPHA DEXTRO GALACTOPYRANOSIDE; METHYL 3 O BENZYL ALPHA DEXTRO GALACTOPYRANOSIDE; METHYL 3,4 DI O BENZYL 2 DEOXY DEXTRO ARABINOHEXOPYRANOSIDE; METHYL 3,4 DI O BENZYL 2,6,7 TRIDEOXY DEXTRO ARABINOHEPT 6 YNOPYRANOSIDE; METHYL 3,4 DI O BENZYL 7,7 DIBROMO 2,6,7 TRIDEOXY DEXTRO ARABINOHEPT 6 ENOPYRANOSIDE; METHYL 3,4 O DIBENZYL 2,6,7 TRIDEOXY ALPHA DEXTRO LYXOHEPT 6 YNOPYRANOSIDE; PALLADIUM; PYRANOSIDE; SAMARIUM DIIODIDE; UNCLASSIFIED DRUG;

ARTICLE; CARBOHYDRATE ANALYSIS; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; SUBSTITUTION REACTION;

EID: 0041519418     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)01103-7     Document Type: Article

References (53)

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