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Sterically demanding reagents such as sterols, flavonoids, sugars and an indole give only the \u03b1\u2010anomer in dichloromethane, while the purine nucleosides in THF were obtained as anomeric mixtures whilst maintaining the \u03b1\u2010stereoselectivity. This procedure has led to an easy and straightforward synthesis of a variety of biomolecules, in moderate to high yield, with the first use of triphenylphosphane hydrobromide for N\u2010 and S\u2010glycosylation. An alternative method for C\u2013O and C\u2013S bond formation uses HY zeolite to promote theFerrier rearrangement of 3,4,6\u2010tri\u2010<jats:italic>O<\/jats:italic>\u2010benzyl\u2010<jats:sc>D<\/jats:sc>\u2010glucal to give exclusively the corresponding 2,3\u2010unsaturated \u03b1\u2010O\u2010 and \u03b1\u2010S\u2010glycosides in moderate yields. (\u00a9 Wiley\u2010VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2006)<\/jats:p>","DOI":"10.1002\/ejoc.200500916","type":"journal-article","created":{"date-parts":[[2006,3,16]],"date-time":"2006-03-16T04:16:57Z","timestamp":1142482617000},"page":"2429-2439","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":19,"title":["Reactions of N\u2010, S\u2010 and O\u2010Nucleophiles with 3,4,6\u2010Tri\u2010<i>O<\/i>\u2010benzyl\u2010<scp>D<\/scp>\u2010glucal Mediated by Triphenylphosphane Hydrobromide versus Those with HY Zeolite"],"prefix":"10.1002","volume":"2006","author":[{"given":"Am\u00e9lia P.","family":"Rauter","sequence":"first","affiliation":[]},{"given":"T\u00e2nia","family":"Almeida","sequence":"additional","affiliation":[]},{"given":"Ana I.","family":"Vicente","sequence":"additional","affiliation":[]},{"given":"Ver\u00f3nica","family":"Ribeiro","sequence":"additional","affiliation":[]},{"given":"Jo\u00e3o C.","family":"Bordado","sequence":"additional","affiliation":[]},{"given":"Jo\u00e3o P.","family":"Marques","sequence":"additional","affiliation":[]},{"given":"Fernando","family":"Ram\u00f4a Ribeiro","sequence":"additional","affiliation":[]},{"given":"Maria J.","family":"Ferreira","sequence":"additional","affiliation":[]},{"given":"Concei\u00e7\u00e3o","family":"Oliveira","sequence":"additional","affiliation":[]},{"given":"Michel","family":"Guisnet","sequence":"additional","affiliation":[]}],"member":"311","published-online":{"date-parts":[[2006,4,26]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr9903104"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199613801"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1007\/BFb0111564"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)01163-2"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol034130z"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(00)00691-8"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/om00162a029"},{"volume-title":"Anthracycline Antibiotics","year":"1982","author":"Horton D.","key":"e_1_2_6_8_2"},{"volume-title":"The Carbohydrates","year":"1980","author":"Williams N. 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