{"id":"https://openalex.org/W2328640904","doi":"https://doi.org/10.1071/ch9821439","title":"Nucleophilic alkenes. IX. Addition of 1,1-dimethoxyethene to azanaphthoquinones: synthesis of bostrycoidin and 8-O-methylbostrycoidin","display_name":"Nucleophilic alkenes. IX. Addition of 1,1-dimethoxyethene to azanaphthoquinones: synthesis of bostrycoidin and 8-O-methylbostrycoidin","publication_year":1982,"publication_date":"1982-07-01","ids":{"openalex":"https://openalex.org/W2328640904","doi":"https://doi.org/10.1071/ch9821439","mag":"2328640904"},"language":"en","primary_location":{"id":"doi:10.1071/ch9821439","doi":"https://doi.org/10.1071/ch9821439","is_oa":false,"landing_page_url":"https://doi.org/10.1071/ch9821439","pdf_url":null,"source":{"id":"https://openalex.org/S91238560","display_name":"Australian Journal of Chemistry","issn_l":"0004-9425","issn":["0004-9425","1445-0038"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","jufo-1","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320302","host_organization_name":"CSIRO Publishing","host_organization_lineage":["https://openalex.org/P4310320302"],"host_organization_lineage_names":["CSIRO Publishing"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Australian Journal of 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/A5110623436","display_name":"DW Cameron","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"DW Cameron","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5002053010","display_name":"Kenneth R. Deutscher","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"KR Deutscher","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"last","author":{"id":"https://openalex.org/A5109287179","display_name":"GI Feutrill","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"GI Feutrill","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":0.5781,"has_fulltext":false,"cited_by_count":28,"citation_normalized_percentile":{"value":0.69102228,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"35","issue":"7","first_page":"1439","last_page":"1450"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12356","display_name":"Bioactive Compounds and Antitumor Agents","score":0.36719998717308044,"subfield":{"id":"https://openalex.org/subfields/3005","display_name":"Toxicology"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T12356","display_name":"Bioactive Compounds and Antitumor Agents","score":0.36719998717308044,"subfield":{"id":"https://openalex.org/subfields/3005","display_name":"Toxicology"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.17080000042915344,"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/T12653","display_name":"Cyclization and Aryne Chemistry","score":0.15109999477863312,"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/1-2-addition","display_name":"1,2-addition","score":0.7900000214576721},{"id":"https://openalex.org/keywords/photosubstitution","display_name":"photosubstitution","score":0.7919999957084656},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.7250000238418579},{"id":"https://openalex.org/keywords/natural-product-synthesis","display_name":"natural product synthesis","score":0.5590000152587891},{"id":"https://openalex.org/keywords/methoxylation","display_name":"methoxylation","score":0.43299999833106995},{"id":"https://openalex.org/keywords/amination","display_name":"amination","score":0.6570000052452087},{"id":"https://openalex.org/keywords/hydroxylation","display_name":"hydroxylation","score":0.953000009059906}],"concepts":[{"id":"https://openalex.org/C191503008","wikidata":"https://www.wikidata.org/wiki/Q16007026","display_name":"Biocatalysis","level":4,"score":0.9057494401931763},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8560616970062256},{"id":"https://openalex.org/C91558341","wikidata":"https://www.wikidata.org/wiki/Q725361","display_name":"Green chemistry","level":4,"score":0.782762885093689},{"id":"https://openalex.org/C204389451","wikidata":"https://www.wikidata.org/wiki/Q178593","display_name":"Macromolecule","level":2,"score":0.6702980995178223},{"id":"https://openalex.org/C93275456","wikidata":"https://www.wikidata.org/wiki/Q756449","display_name":"Supramolecular chemistry","level":3,"score":0.6508088707923889},{"id":"https://openalex.org/C178907741","wikidata":"https://www.wikidata.org/wiki/Q745930","display_name":"Nucleophile","level":3,"score":0.6035683751106262},{"id":"https://openalex.org/C111771559","wikidata":"https://www.wikidata.org/wiki/Q66295","display_name":"Derivative (finance)","level":2,"score":0.5997903347015381},{"id":"https://openalex.org/C65024703","wikidata":"https://www.wikidata.org/wiki/Q373406","display_name":"Reaction mechanism","level":3,"score":0.5880061388015747},{"id":"https://openalex.org/C154881586","wikidata":"https://www.wikidata.org/wiki/Q898579","display_name":"Ionic liquid","level":3,"score":0.5416160225868225},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.5028917193412781},{"id":"https://openalex.org/C20774148","wikidata":"https://www.wikidata.org/wiki/Q901669","display_name":"Nucleophilic addition","level":3,"score":0.4400347173213959},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.4218995273113251},{"id":"https://openalex.org/C2781311116","wikidata":"https://www.wikidata.org/wiki/Q83306","display_name":"Group (periodic table)","level":2,"score":0.4122650921344757},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.40126362442970276},{"id":"https://openalex.org/C115624301","wikidata":"https://www.wikidata.org/wiki/Q895901","display_name":"Crystal structure","level":2,"score":0.3563663959503174},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.32390034198760986},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.0},{"id":"https://openalex.org/C162324750","wikidata":"https://www.wikidata.org/wiki/Q8134","display_name":"Economics","level":0,"score":0.0},{"id":"https://openalex.org/C106159729","wikidata":"https://www.wikidata.org/wiki/Q2294553","display_name":"Financial economics","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1071/ch9821439","doi":"https://doi.org/10.1071/ch9821439","is_oa":false,"landing_page_url":"https://doi.org/10.1071/ch9821439","pdf_url":null,"source":{"id":"https://openalex.org/S91238560","display_name":"Australian Journal of Chemistry","issn_l":"0004-9425","issn":["0004-9425","1445-0038"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","jufo-1","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320302","host_organization_name":"CSIRO Publishing","host_organization_lineage":["https://openalex.org/P4310320302"],"host_organization_lineage_names":["CSIRO Publishing"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Australian Journal of 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":0,"referenced_works":[],"related_works":["https://openalex.org/W2951649214","https://openalex.org/W1998768299","https://openalex.org/W1992801109","https://openalex.org/W2583325091","https://openalex.org/W2323036408","https://openalex.org/W2951544856","https://openalex.org/W2021012054","https://openalex.org/W2950410654","https://openalex.org/W2322981194","https://openalex.org/W2333451776"],"abstract_inverted_index":{"Reaction":[0],"of":[1,8,13],"1,1-dimethoxyethene":[2],"with":[3],"azanaphthoquinones":[4],"leads":[5],"to":[6,36],"pairs":[7],"isomeric":[9],"dimethoxy-azaanthraquinones":[10],"by":[11,26],"means":[12],"1:2-addition.":[14],"A":[15],"photochemical":[16],"procedure":[17],"has":[18],"been":[19,57],"developed":[20],"for":[21,59],"substituting":[22],"these":[23],"dimethoxy":[24],"products":[25],"a":[27,32],"further":[28],"methoxy,":[29],"amino":[30],"or":[31],"hydroxy":[33],"group":[34],"peri":[35],"carbonyl.":[37],"In":[38],"this":[39],"way":[40],"the":[41,52,60],"antibiotic":[42],"bostrycoidin":[43],"(1)":[44],"and":[45],"its":[46],"8-":[47],"O":[48],"-methyl":[49],"derivative":[50],"(2),":[51],"only":[53],"natural":[54],"2-azaanthraquinones,":[55],"have":[56],"synthesized":[58],"first":[61],"time.":[62]},"counts_by_year":[{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":1},{"year":2013,"cited_by_count":1}],"updated_date":"2026-10-14T16:39:01.820549","created_date":"2016-06-24T00:00:00"}
