{"id":"https://openalex.org/W2017522683","doi":"https://doi.org/10.3987/com-91-5922","title":"Syntheses of (\u00b1)-Z-Geissoschizol, (\u00b1)-3-epi-Z-Geissoschizol, (\u00b1)-Corynantheidol, (\u00b1)-Dihydrocorynantheol, (\u00b1)-3-epi-Dihydrocorynantheol and the Corresponding Corynan-17-oic Acid Methyl Esters","display_name":"Syntheses of (\u00b1)-Z-Geissoschizol, (\u00b1)-3-epi-Z-Geissoschizol, (\u00b1)-Corynantheidol, (\u00b1)-Dihydrocorynantheol, (\u00b1)-3-epi-Dihydrocorynantheol and the Corresponding Corynan-17-oic Acid Methyl Esters","publication_year":1992,"publication_date":"1992-01-01","ids":{"openalex":"https://openalex.org/W2017522683","doi":"https://doi.org/10.3987/com-91-5922","mag":"2017522683"},"language":"en","primary_location":{"id":"doi:10.3987/com-91-5922","doi":"https://doi.org/10.3987/com-91-5922","is_oa":false,"landing_page_url":"https://doi.org/10.3987/com-91-5922","pdf_url":null,"source":{"id":"https://openalex.org/S27298842","display_name":"Heterocycles","issn_l":"0385-5414","issn":["0385-5414","1881-0942"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","jufo-1","norway-1","poland-40","russia-white-list-4"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"HETEROCYCLES","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/A5077444404","display_name":"Mauri Lounasmaa","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Mauri Lounasmaa","raw_affiliation_strings":["Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5111587736","display_name":"Reija Jokela","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Reija Jokela","raw_affiliation_strings":["Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5044786426","display_name":"Birgit Tirkkonen","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Birgit Tirkkonen","raw_affiliation_strings":["Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5060512955","display_name":"Jari Miettinen","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Jari Miettinen","raw_affiliation_strings":["Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland","institution_ids":[]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5111650939","display_name":"Minna Halonen","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Minna Halonen","raw_affiliation_strings":["Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, SF-02150 Espoo, Finland","institution_ids":[]}]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":2.2352,"has_fulltext":false,"cited_by_count":30,"citation_normalized_percentile":{"value":0.86727497,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":95},"biblio":{"volume":"34","issue":"2","first_page":"321","last_page":"321"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.6338000297546387,"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/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.6338000297546387,"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/T12649","display_name":"Alkaloids: synthesis and pharmacology","score":0.30250000953674316,"subfield":{"id":"https://openalex.org/subfields/3004","display_name":"Pharmacology"},"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":0.012500000186264515,"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/claisen-rearrangement","display_name":"Claisen rearrangement","score":0.9340000152587891},{"id":"https://openalex.org/keywords/allylic-alcohols","display_name":"allylic alcohols","score":0.949999988079071},{"id":"https://openalex.org/keywords/diastereoselectivity","display_name":"diastereoselectivity","score":0.8370000123977661},{"id":"https://openalex.org/keywords/stereochemistry","display_name":"stereochemistry","score":0.5809999704360962},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.656000018119812}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9456588625907898},{"id":"https://openalex.org/C120095180","wikidata":"https://www.wikidata.org/wiki/Q2695010","display_name":"Allylic rearrangement","level":3,"score":0.7264961004257202},{"id":"https://openalex.org/C2992084085","wikidata":"https://www.wikidata.org/wiki/Q214166","display_name":"Catalytic hydrogenation","level":3,"score":0.5879809856414795},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.5505967140197754},{"id":"https://openalex.org/C2780567667","wikidata":"https://www.wikidata.org/wiki/Q900936","display_name":"Claisen rearrangement","level":2,"score":0.5434728860855103},{"id":"https://openalex.org/C204921945","wikidata":"https://www.wikidata.org/wiki/Q899689","display_name":"Side chain","level":3,"score":0.519790530204773},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5151554346084595},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.37746405601501465},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.34304574131965637},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.3987/com-91-5922","doi":"https://doi.org/10.3987/com-91-5922","is_oa":false,"landing_page_url":"https://doi.org/10.3987/com-91-5922","pdf_url":null,"source":{"id":"https://openalex.org/S27298842","display_name":"Heterocycles","issn_l":"0385-5414","issn":["0385-5414","1881-0942"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","jufo-1","norway-1","poland-40","russia-white-list-4"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"HETEROCYCLES","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":0,"referenced_works":[],"related_works":["https://openalex.org/W2058903510","https://openalex.org/W2014576116","https://openalex.org/W2952741575","https://openalex.org/W2058189841","https://openalex.org/W2520020566","https://openalex.org/W2952157984","https://openalex.org/W2327486841","https://openalex.org/W2952778990","https://openalex.org/W2005603442","https://openalex.org/W2041731762"],"abstract_inverted_index":{"The":[0],"utility":[1],"of":[2,18,60,64],"the":[3,16,39,57,65],"Claisen":[4],"rearrangement":[5],"using":[6],"carefully":[7],"separated,":[8],"diastereoisomeric":[9],"allylic":[10],"alcohols":[11],"(la)":[12],"and":[13,38,49],")":[14,22],"in":[15],"preparation":[17],"(+)-Z-geissoschizol":[19],"(":[20],"Q":[21],",":[23,26,30,34,46],"(+)-3-epi-Z-geissoschizol":[24],"(u)":[25],"(f)":[27],"-corynantheidol":[28],"(B)":[29],"(+)":[31,35],"-dihydrocorynantheol":[32],"(84)":[33],"-3epi-dihydrocorynantheol":[36],"(8h)":[37],"corresponding":[40],"corynan-17-oic":[41],"acid":[42],"methyl":[43],"esters":[44],"(2,":[45],"a,":[47],"6a":[48],"m)":[50],"is":[51,54],"shown.Special":[52],"attention":[53],"paid":[55],"to":[56],"stereochemical":[58],"outcome":[59],"catalytic":[61],"(Pt02)":[62],"hydrogenation":[63],"C(Z0)":[66],"Z-ethylidene":[67],"side":[68],"chain.":[69]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":2}],"updated_date":"2026-11-05T12:25:35.769452","created_date":"2016-06-24T00:00:00"}