Phosphomolybdic acid supported on silica gel: a mild, efficient and reusable catalyst for the synthesis of 2,3-unsaturated glycopyranosides by Ferrier rearrangement

Tetrahedron Letters

Volumn 47, Issue 34, 2006, Pages 6095-6098

  Yadav, J S ^a   Satyanarayana, M ^a   Balanarsaiah, E ^a   Raghavendra, S ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Allyl C glycosides; Ferrier rearrangement; Phosphomolybdic acid; Silica gel

Indexed keywords

GLYCOPYRANOSIDE; GLYCOSIDE; SILICA GEL;

ARTICLE; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 33746026329     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.06.084     Document Type: Article

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62. 3, 200 MHz) δ ppm: 2.08 (s, 6H), 2.35-2.45 (m, 2H), 3.95 (dt, 1H, J = 6.5 and 3.7 Hz), 4.10-4.20 (m, 2H), 4.25-4.30 (m, 1H), 5.05-5.20 (m, 3H), 5.75-5.95 (m, 3H). Compound 2g: 2.08, 2.10 (2 × s, 6H), 2.4 (t, J = 2.2 Hz, 1H), 4.0-4.08 (m, 1H), 4.20-4.28 (m, 2H), 4.30 (m, 2H), 5.2 (br s, 1H), 5.32-5.36 (dd, J = 9.6, 1.2 Hz, 1H), 5.8-5.9 (m, 2H). Compound 2m: 2.06 (s, 3H), 2.10 (s, 3H), 4.19-4.22 (m, 2H), 4.34-4.40 (m, 1H), 5.30-5.35 (m, 1H), 5.66-5.68 (m, 1H), 5.83-5.88 (m, 1H), 5.98-6.04 (m, 1H), 7.39-7.42 (m, 4H).