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The septanosyl fluorides proved to be the best choice for the glycosylations because of their accessibility and the scope of aglycones that they could glycosylate. Moreover, a high degree of stereoselectivity was observed in the glycosylations, exclusively giving 1,2\u2010<jats:italic>trans<\/jats:italic>\u2010glycosides. 2\u2010Amino septanosyl fluorides were prepared from <jats:sc>D<\/jats:sc>\u2010glucose, <jats:sc>D<\/jats:sc>\u2010galactose, and <jats:sc>D<\/jats:sc>\u2010mannose. Other routes to the septanosyl glyconjugates, especially with regard to alternate donor types, were systematically investigated. Since routes to the individual donor types were being explored, factors that exert a controlling influence on the acid\u2010mediated cyclization of 1,6\u2010hydroxy\u2010aldehydes were determined. The newly prepared 2\u2010amino septanosyl glycoconjugates illustrate the scope of the reaction and how it may be utilized for the preparation of other ring\u2010expanded analogues of glycosylated natural products.<\/jats:p>","DOI":"10.1002\/chem.201003721","type":"journal-article","created":{"date-parts":[[2011,5,12]],"date-time":"2011-05-12T11:31:52Z","timestamp":1305199912000},"page":"7357-7365","source":"Crossref","is-referenced-by-count":16,"title":["Expanding the Scope of Aminosugars: Synthesis of 2\u2010Amino Septanosyl Glycoconjugates Using Septanosyl Fluoride Donors"],"prefix":"10.1002","volume":"17","author":[{"given":"Jaideep","family":"Saha","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mark W.","family":"Peczuh","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2011,5,12]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.2174\/1385272013375706"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1039\/np9971400099"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/3527602437.ch25"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr030103a"},{"key":"e_1_2_6_6_2","unstructured":"\u00a0"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/B914356D"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200500025"},{"key":"e_1_2_6_9_2","doi-asserted-by":"crossref","first-page":"899","DOI":"10.1002\/3527602437.ch35","volume-title":"Carbohydrate\u2010Based Drug Discovery","author":"Ritter T. 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