Tags

Type your tag names separated by a space and hit enter

Synthesis of carbohydrate-based vinyl selenides via Wittig-type reactions.
Carbohydr Res. 2007 Apr 09; 342(5):736-43.CR

Abstract

Carbohydrate-based vinyl selenides of the arabino, ribo and 2-deoxy-ribo configuration have been prepared by Wittig-type reactions of various protected furanoses. Moderate yields were always obtained due to the nature and reactivity of both carbohydrate lactols and selenium-based olefinating reagents under the conditions tested. A detailed study of the olefination reaction and the behaviour of vinyl selenides towards the electrophilic-induced cyclization will be discussed.

Authors+Show Affiliations

Departament de Química Analítica i Química Orgànica, Facultat de Química, Universitat Rovira i Virgili, c/o Marcel.lí Domingo s/n, E-43007 Tarragona, Spain.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17258697

Citation

Boutureira, Omar, et al. "Synthesis of Carbohydrate-based Vinyl Selenides Via Wittig-type Reactions." Carbohydrate Research, vol. 342, no. 5, 2007, pp. 736-43.
Boutureira O, Matheu MI, Díaz Y, et al. Synthesis of carbohydrate-based vinyl selenides via Wittig-type reactions. Carbohydr Res. 2007;342(5):736-43.
Boutureira, O., Matheu, M. I., Díaz, Y., & Castillón, S. (2007). Synthesis of carbohydrate-based vinyl selenides via Wittig-type reactions. Carbohydrate Research, 342(5), 736-43.
Boutureira O, et al. Synthesis of Carbohydrate-based Vinyl Selenides Via Wittig-type Reactions. Carbohydr Res. 2007 Apr 9;342(5):736-43. PubMed PMID: 17258697.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of carbohydrate-based vinyl selenides via Wittig-type reactions. AU - Boutureira,Omar, AU - Matheu,M Isabel, AU - Díaz,Yolanda, AU - Castillón,Sergio, Y1 - 2007/01/14/ PY - 2006/08/31/received PY - 2007/01/02/revised PY - 2007/01/09/accepted PY - 2007/1/30/pubmed PY - 2007/5/9/medline PY - 2007/1/30/entrez SP - 736 EP - 43 JF - Carbohydrate research JO - Carbohydr. Res. VL - 342 IS - 5 N2 - Carbohydrate-based vinyl selenides of the arabino, ribo and 2-deoxy-ribo configuration have been prepared by Wittig-type reactions of various protected furanoses. Moderate yields were always obtained due to the nature and reactivity of both carbohydrate lactols and selenium-based olefinating reagents under the conditions tested. A detailed study of the olefination reaction and the behaviour of vinyl selenides towards the electrophilic-induced cyclization will be discussed. SN - 0008-6215 UR - https://www.unboundmedicine.com/medline/citation/17258697/Synthesis_of_carbohydrate_based_vinyl_selenides_via_Wittig_type_reactions_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0008-6215(07)00030-4 DB - PRIME DP - Unbound Medicine ER -