{"id":"https://openalex.org/W2033258696","doi":"https://doi.org/10.1081/car-100106930","title":"REGIOSELECTIVE BENZYLATION OF PENTITOLS, TETRITOLS, AND SOME HEXITOLS VIA THEIR STANNYL ETHER DERIVATIVES: VERSATILE SYNTHESIS OF MONOBENZYLALDITOLS","display_name":"REGIOSELECTIVE BENZYLATION OF PENTITOLS, TETRITOLS, AND SOME HEXITOLS VIA THEIR STANNYL ETHER DERIVATIVES: VERSATILE SYNTHESIS OF MONOBENZYLALDITOLS","publication_year":2001,"publication_date":"2001-07-31","ids":{"openalex":"https://openalex.org/W2033258696","doi":"https://doi.org/10.1081/car-100106930","mag":"2033258696"},"language":"en","primary_location":{"id":"doi:10.1081/car-100106930","doi":"https://doi.org/10.1081/car-100106930","is_oa":false,"landing_page_url":"https://doi.org/10.1081/car-100106930","pdf_url":null,"source":{"id":"https://openalex.org/S207432870","display_name":"Journal of Carbohydrate Chemistry","issn_l":"0732-8303","issn":["0732-8303","1532-2327"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Carbohydrate Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5087453419","display_name":"Sami Halila","orcid":"https://orcid.org/0000-0002-9673-1099","observed_orcids":["https://orcid.org/0000-0002-9673-1099"]},"institutions":[{"id":"https://openalex.org/I4647051","display_name":"Universit\u00e9 de Picardie Jules Verne","ror":"https://ror.org/01gyxrk03","country_code":"FR","type":"education","lineage":["https://openalex.org/I4647051"]}],"countries":["FR"],"is_corresponding":false,"raw_author_name":"Sami Halila","raw_affiliation_strings":["a  Universit\u00e9 de Picardie Jules Verne , Laboratoire de Chimie Organique, 33 rue Saint-Leu, Amiens, F-80039,  France"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a  Universit\u00e9 de Picardie Jules Verne , Laboratoire de Chimie Organique, 33 rue Saint-Leu, Amiens, F-80039,  France","institution_ids":["https://openalex.org/I4647051"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5001296957","display_name":"Mohammed Benazza","orcid":"https://orcid.org/0000-0003-2417-6302","observed_orcids":["https://orcid.org/0000-0003-2417-6302"]},"institutions":[{"id":"https://openalex.org/I4647051","display_name":"Universit\u00e9 de Picardie Jules Verne","ror":"https://ror.org/01gyxrk03","country_code":"FR","type":"education","lineage":["https://openalex.org/I4647051"]}],"countries":["FR"],"is_corresponding":true,"raw_author_name":"Mohammed Benazza","raw_affiliation_strings":["b  Universit\u00e9 de Picardie Jules Verne , Laboratoire de Chimie Organique, 33 rue Saint-Leu, Amiens, F-80039,  France"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"b  Universit\u00e9 de Picardie Jules Verne , Laboratoire de Chimie Organique, 33 rue Saint-Leu, Amiens, F-80039,  France","institution_ids":["https://openalex.org/I4647051"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5091578895","display_name":"Gilles Demailly","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4647051","display_name":"Universit\u00e9 de Picardie Jules Verne","ror":"https://ror.org/01gyxrk03","country_code":"FR","type":"education","lineage":["https://openalex.org/I4647051"]}],"countries":["FR"],"is_corresponding":false,"raw_author_name":"Gilles Demailly","raw_affiliation_strings":["a  Universit\u00e9 de Picardie Jules Verne , Laboratoire de Chimie Organique, 33 rue Saint-Leu, Amiens, F-80039,  France"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a  Universit\u00e9 de Picardie Jules Verne , Laboratoire de Chimie Organique, 33 rue Saint-Leu, Amiens, F-80039,  France","institution_ids":["https://openalex.org/I4647051"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5001296957"],"corresponding_institution_ids":["https://openalex.org/I4647051"],"apc_list":null,"apc_paid":null,"fwci":0.7729,"has_fulltext":false,"cited_by_count":9,"citation_normalized_percentile":{"value":0.6299883,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"20","issue":"6","first_page":"467","last_page":"483"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.9761000275611877,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.9761000275611877,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.009200000204145908,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11831","display_name":"Chemical Synthesis and Reactions","score":0.002899999963119626,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/pentitols","display_name":"pentitols","score":0.8109999895095825},{"id":"https://openalex.org/keywords/hexitols","display_name":"hexitols","score":0.9950000047683716},{"id":"https://openalex.org/keywords/xylitol","display_name":"xylitol","score":0.7480000257492065},{"id":"https://openalex.org/keywords/ribitol","display_name":"ribitol","score":0.996999979019165},{"id":"https://openalex.org/keywords/d-arabinitol","display_name":"D-arabinitol","score":0.9829999804496765},{"id":"https://openalex.org/keywords/bis-tributyltin-oxide","display_name":"bis(tributyltin) oxide","score":0.8500000238418579},{"id":"https://openalex.org/keywords/dibutyltin-oxide","display_name":"dibutyltin oxide","score":0.8820000290870667},{"id":"https://openalex.org/keywords/carbohydrate-synthesis","display_name":"carbohydrate synthesis","score":0.3970000147819519}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.976879358291626},{"id":"https://openalex.org/C59759590","wikidata":"https://www.wikidata.org/wiki/Q2275927","display_name":"Regioselectivity","level":3,"score":0.9511362314224243},{"id":"https://openalex.org/C40875361","wikidata":"https://www.wikidata.org/wiki/Q2356542","display_name":"Reagent","level":2,"score":0.6842290163040161},{"id":"https://openalex.org/C2780407432","wikidata":"https://www.wikidata.org/wiki/Q103230","display_name":"Ether","level":2,"score":0.6780996322631836},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.6247814893722534},{"id":"https://openalex.org/C2780471494","wikidata":"https://www.wikidata.org/wiki/Q146505","display_name":"Solvent","level":2,"score":0.5434414148330688},{"id":"https://openalex.org/C2776851017","wikidata":"https://www.wikidata.org/wiki/Q409079","display_name":"Aldose","level":3,"score":0.537090003490448},{"id":"https://openalex.org/C2776031079","wikidata":"https://www.wikidata.org/wiki/Q212093","display_name":"Xylitol","level":3,"score":0.44268733263015747},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.1665383279323578},{"id":"https://openalex.org/C100544194","wikidata":"https://www.wikidata.org/wiki/Q41760","display_name":"Fermentation","level":2,"score":0.0},{"id":"https://openalex.org/C194671627","wikidata":"https://www.wikidata.org/wiki/Q192639","display_name":"Glycoside","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1081/car-100106930","doi":"https://doi.org/10.1081/car-100106930","is_oa":false,"landing_page_url":"https://doi.org/10.1081/car-100106930","pdf_url":null,"source":{"id":"https://openalex.org/S207432870","display_name":"Journal of Carbohydrate Chemistry","issn_l":"0732-8303","issn":["0732-8303","1532-2327"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Carbohydrate Chemistry","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":23,"referenced_works":["https://openalex.org/W1965626118","https://openalex.org/W1983679098","https://openalex.org/W2023555629","https://openalex.org/W2024291269","https://openalex.org/W2026315762","https://openalex.org/W2040057794","https://openalex.org/W2043483689","https://openalex.org/W2044282631","https://openalex.org/W2061755100","https://openalex.org/W2068502833","https://openalex.org/W2071003420","https://openalex.org/W2079972344","https://openalex.org/W2084783129","https://openalex.org/W2086911558","https://openalex.org/W2162637447","https://openalex.org/W2167190977","https://openalex.org/W2518706762","https://openalex.org/W2949079418","https://openalex.org/W2950410152","https://openalex.org/W2951600378","https://openalex.org/W2951864846","https://openalex.org/W2951911872","https://openalex.org/W4253576780"],"related_works":["https://openalex.org/W2152870195","https://openalex.org/W2054258650","https://openalex.org/W2044282631","https://openalex.org/W2078394852","https://openalex.org/W1970380766","https://openalex.org/W2138908067","https://openalex.org/W2123558067","https://openalex.org/W2370368743","https://openalex.org/W2952276687","https://openalex.org/W2738068732"],"abstract_inverted_index":{"The":[0],"xylitol,":[1],"ribitol":[2],"and":[3,19,58],"D-arabinitol":[4],"were":[5],"transformed":[6],"into":[7],"their":[8],"tributylstannyl":[9],"ether":[10],"derivatives":[11,41],"by":[12],"reaction":[13],"with":[14,29,71],"bis-tributyltin":[15],"oxide":[16,74],"[(nBu3Sn)2O":[17],"I]":[18],"azeotropic":[20],"removal":[21],"of":[22],"water.":[23],"Subsequent":[24],"benzyl":[25],"etherification,":[26],"using":[27],"BnBr":[28],"solvent":[30,34],"or":[31],"under":[32],"free":[33],"conditions,":[35],"led":[36],"regioselectively":[37],"to":[38,56],"primary":[39],"mono-O-benzylalditol":[40],"in":[42],"satisfactory":[43],"yields":[44],"for":[45],"a":[46],"direct":[47],"regioselective":[48],"synthesis":[49],"(\u223c":[50],"52%).":[51],"This":[52],"etherification":[53],"when":[54],"applied":[55],"tetritols":[57],"some":[59],"hexitols":[60],"exhibits":[61],"similar":[62],"behaviour.":[63],"With":[64],"pentitols,":[65],"an":[66],"analogous":[67],"study":[68],"carried":[69],"out":[70],"the":[72,78],"n-dibutyltin":[73],"[nBu2SnO":[75],"(II)]":[76],"as":[77,84],"activating":[79],"reagent":[80],"showed":[81],"contrasting":[82],"results":[83],"regards":[85],"regioselectivity.":[86]},"counts_by_year":[{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2013,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}