{"id":"https://openalex.org/W2471368047","doi":"https://doi.org/10.1021/acscatal.6b01501","title":"Selective Catalytic Oxidation of Unprotected Carbohydrates","display_name":"Selective Catalytic Oxidation of Unprotected Carbohydrates","publication_year":2016,"publication_date":"2016-06-06","ids":{"openalex":"https://openalex.org/W2471368047","doi":"https://doi.org/10.1021/acscatal.6b01501","mag":"2471368047"},"language":"en","primary_location":{"id":"doi:10.1021/acscatal.6b01501","doi":"https://doi.org/10.1021/acscatal.6b01501","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acscatal.6b01501","pdf_url":null,"source":{"id":"https://openalex.org/S37391459","display_name":"ACS Catalysis","issn_l":"2155-5435","issn":["2155-5435"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"ACS Catalysis","raw_type":"journal-article"},"volume":null,"type":"article","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":null,"display_name":"Kevin Chung","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I97018004","display_name":"Stanford University","ror":"https://ror.org/00f54p054","country_code":"US","type":"education","lineage":["https://openalex.org/I97018004"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Kevin Chung","raw_affiliation_strings":["Department of Chemistry, Stanford University, Stanford, 94305 California, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Stanford University, Stanford, 94305 California, United States","institution_ids":["https://openalex.org/I97018004"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5009737401","display_name":"Robert M. Waymouth","orcid":"https://orcid.org/0000-0001-9862-9509","observed_orcids":["https://orcid.org/0000-0001-9862-9509"]},"institutions":[{"id":"https://openalex.org/I97018004","display_name":"Stanford University","ror":"https://ror.org/00f54p054","country_code":"US","type":"education","lineage":["https://openalex.org/I97018004"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Robert M. Waymouth","raw_affiliation_strings":["Department of Chemistry, Stanford University, Stanford, 94305 California, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Stanford University, Stanford, 94305 California, United States","institution_ids":["https://openalex.org/I97018004"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5009737401"],"corresponding_institution_ids":["https://openalex.org/I97018004"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.141,"has_fulltext":false,"cited_by_count":64,"citation_normalized_percentile":{"value":0.86125444,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":99},"biblio":{"volume":"6","issue":"7","first_page":"4653","last_page":"4659"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.5845000147819519,"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":0.5845000147819519,"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/T11989","display_name":"Oxidative Organic Chemistry Reactions","score":0.3801000118255615,"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/T11009","display_name":"Catalysis for Biomass Conversion","score":0.010999999940395355,"subfield":{"id":"https://openalex.org/subfields/2204","display_name":"Biomedical Engineering"},"field":{"id":"https://openalex.org/fields/22","display_name":"Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/selective-catalytic-oxidation","display_name":"selective catalytic oxidation","score":0.8539999723434448},{"id":"https://openalex.org/keywords/pyranosides","display_name":"pyranosides","score":0.8930000066757202},{"id":"https://openalex.org/keywords/sialic-acid-derivatives","display_name":"sialic acid derivatives","score":0.9539999961853027},{"id":"https://openalex.org/keywords/aerobic-oxidation","display_name":"aerobic oxidation","score":0.8519999980926514},{"id":"https://openalex.org/keywords/benzoquinone","display_name":"benzoquinone","score":0.800000011920929},{"id":"https://openalex.org/keywords/epimerization","display_name":"epimerization","score":0.878000020980835},{"id":"https://openalex.org/keywords/trifluoroethanol","display_name":"trifluoroethanol","score":0.906000018119812},{"id":"https://openalex.org/keywords/glycoscience","display_name":"glycoscience","score":0.8190000057220459}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8954918384552002},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.8407842516899109},{"id":"https://openalex.org/C2777463227","wikidata":"https://www.wikidata.org/wiki/Q408047","display_name":"Acetonitrile","level":2,"score":0.7048791646957397},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.5843203067779541},{"id":"https://openalex.org/C203130289","wikidata":"https://www.wikidata.org/wiki/Q926272","display_name":"Epimer","level":2,"score":0.576429009437561},{"id":"https://openalex.org/C2779515768","wikidata":"https://www.wikidata.org/wiki/Q421916","display_name":"Diol","level":2,"score":0.5462862253189087},{"id":"https://openalex.org/C78030364","wikidata":"https://www.wikidata.org/wiki/Q5051391","display_name":"Catalytic oxidation","level":3,"score":0.5322810411453247},{"id":"https://openalex.org/C2779686393","wikidata":"https://www.wikidata.org/wiki/Q509361","display_name":"Benzoquinone","level":2,"score":0.4944913387298584},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.3421257734298706},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.3343788683414459}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/acscatal.6b01501","doi":"https://doi.org/10.1021/acscatal.6b01501","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acscatal.6b01501","pdf_url":null,"source":{"id":"https://openalex.org/S37391459","display_name":"ACS Catalysis","issn_l":"2155-5435","issn":["2155-5435"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"ACS Catalysis","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G2013039965","display_name":"TAS::89 0222::TAS; NEW; ENABLING CATALYTIC STRATEGIES FOR BIOMASS CONVERSION;PI: ROBERT WAYMOUTH","funder_award_id":"DESC0005430","funder_id":"https://openalex.org/F4320306084","funder_display_name":"U.S. Department of Energy"}],"funders":[{"id":"https://openalex.org/F4320306084","display_name":"U.S. Department of Energy","ror":"https://ror.org/01bj3aw27"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":46,"referenced_works":["https://openalex.org/W1569754267","https://openalex.org/W1651425934","https://openalex.org/W1948571680","https://openalex.org/W1968652549","https://openalex.org/W1974060054","https://openalex.org/W1980703290","https://openalex.org/W1982452541","https://openalex.org/W1982519957","https://openalex.org/W1988036944","https://openalex.org/W2003926950","https://openalex.org/W2021251655","https://openalex.org/W2022468171","https://openalex.org/W2023112342","https://openalex.org/W2037476013","https://openalex.org/W2044504370","https://openalex.org/W2044671255","https://openalex.org/W2052248603","https://openalex.org/W2060829786","https://openalex.org/W2068186834","https://openalex.org/W2068981455","https://openalex.org/W2086644864","https://openalex.org/W2093148769","https://openalex.org/W2093331947","https://openalex.org/W2098385260","https://openalex.org/W2098751515","https://openalex.org/W2106758263","https://openalex.org/W2120415641","https://openalex.org/W2129106319","https://openalex.org/W2139413502","https://openalex.org/W2150127379","https://openalex.org/W2150657687","https://openalex.org/W2153134776","https://openalex.org/W2220687085","https://openalex.org/W2312405816","https://openalex.org/W2314595252","https://openalex.org/W2315773438","https://openalex.org/W2315885464","https://openalex.org/W2318691951","https://openalex.org/W2319023873","https://openalex.org/W2325672596","https://openalex.org/W2418285149","https://openalex.org/W2952030053","https://openalex.org/W2952570738","https://openalex.org/W4243233805","https://openalex.org/W4244822363","https://openalex.org/W4251989427"],"related_works":["https://openalex.org/W4387328351","https://openalex.org/W2120415641","https://openalex.org/W2312405816","https://openalex.org/W2023112342","https://openalex.org/W2949256369","https://openalex.org/W2977036927","https://openalex.org/W2577227104","https://openalex.org/W7165911264","https://openalex.org/W1996162061","https://openalex.org/W3120823715"],"abstract_inverted_index":{"The":[0],"development":[1],"of":[2,10,27,64,69,72,94,104,111,149],"new":[3],"strategies":[4],"for":[5,18,124],"the":[6,24,45,62,90,95,102,112,136,144,159],"direct":[7],"catalytic":[8,25],"functionalization":[9],"unprotected":[11,28,73,150],"carbohydrates":[12,29],"would":[13],"be":[14,31,51,118],"an":[15],"enabling":[16],"advance":[17],"glycoscience.":[19],"Herein":[20],"we":[21],"report":[22],"that":[23],"oxidation":[26,49,68,134,148],"can":[30,50,116],"carried":[32,52,119],"out":[33,53,120],"selectively":[34,88,157],"with":[35,54,79,83],"[(neocuproine)Pd(OAc)]":[36],"2":[37,39],"(OTf)":[38],"(":[40],"1":[41,82],")":[42],"to":[43,135,142,166],"generate":[44,167],"3-ketoses.":[46,91,146],"Catalytic":[47,67,114,147],"aerobic":[48],"Pd":[55,80],"loadings":[56],"as":[57,59],"low":[58],"1%":[60],"in":[61,75,101,121,164],"presence":[63],"phenolic":[65],"additives.":[66],"a":[70],"variety":[71],"pyranosides":[74,105,125],"acetonitrile":[76],"or":[77,86,131,152,162],"acetonitrile/water":[78],"catalyst":[81],"either":[84],"oxygen":[85],"benzoquinone":[87],"generates":[89],"Minor":[92],"amounts":[93],"4-ketoses":[96],"are":[97],"formed":[98],"competitively,":[99],"particularly":[100],"case":[103],"bearing":[106,126],"axial":[107,127],"substituents":[108,128],"at":[109,129,158],"C4":[110],"pyranoside.":[113],"oxidations":[115],"also":[117],"trifluorethanol,":[122],"but":[123],"C2":[130],"C4,":[132],"selective":[133],"3-ketose":[137],"is":[138],"accompanied":[139],"by":[140],"epimerization":[141],"afford":[143],"equatorial":[145],"hexafuranosides":[151],"sialic":[153],"acid":[154],"derivatives":[155],"occurs":[156],"exocyclic":[160,168],"diol":[161],"triol":[163],"trifluoroethanol":[165],"hydroxyketones.":[169]},"counts_by_year":[{"year":2026,"cited_by_count":3},{"year":2025,"cited_by_count":5},{"year":2024,"cited_by_count":8},{"year":2023,"cited_by_count":10},{"year":2022,"cited_by_count":8},{"year":2021,"cited_by_count":6},{"year":2020,"cited_by_count":9},{"year":2019,"cited_by_count":3},{"year":2018,"cited_by_count":4},{"year":2017,"cited_by_count":7},{"year":2016,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-07-22T00:00:00"}