{"id":"https://openalex.org/W373703174","doi":"https://doi.org/10.1016/j.tet.2015.04.086","title":"Novel approach toward the morphine skeleton. Synthesis of 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-6-oxo-3,4,6,7,8,8a-hexahydro-1H-isoquinoline-2-carboxylic acid phenyl ester via N-acylpyridinium salt chemistry","display_name":"Novel approach toward the morphine skeleton. Synthesis of 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-6-oxo-3,4,6,7,8,8a-hexahydro-1H-isoquinoline-2-carboxylic acid phenyl ester via N-acylpyridinium salt chemistry","publication_year":2015,"publication_date":"2015-05-09","ids":{"openalex":"https://openalex.org/W373703174","doi":"https://doi.org/10.1016/j.tet.2015.04.086","mag":"373703174"},"language":"en","primary_location":{"id":"doi:10.1016/j.tet.2015.04.086","doi":"https://doi.org/10.1016/j.tet.2015.04.086","is_oa":true,"landing_page_url":"https://doi.org/10.1016/j.tet.2015.04.086","pdf_url":null,"source":{"id":"https://openalex.org/S205754296","display_name":"Tetrahedron","issn_l":"0040-4020","issn":["0040-4020","1464-5416"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-70","russia-white-list-2","vabb-shw"],"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":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"Tetrahedron","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref"],"open_access":{"is_oa":true,"oa_status":"bronze","oa_url":"https://doi.org/10.1016/j.tet.2015.04.086","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5021112871","display_name":"Anne\u2010Cecile Hiebel","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I137902535","display_name":"North Carolina State University","ror":"https://ror.org/04tj63d06","country_code":"US","type":"education","lineage":["https://openalex.org/I137902535"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Anne-C\u00e9cile Hiebel","raw_affiliation_strings":["Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA","institution_ids":["https://openalex.org/I137902535"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5077943087","display_name":"Daniel L. Comins","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I137902535","display_name":"North Carolina State University","ror":"https://ror.org/04tj63d06","country_code":"US","type":"education","lineage":["https://openalex.org/I137902535"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Daniel L. Comins","raw_affiliation_strings":["Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA","institution_ids":["https://openalex.org/I137902535"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5077943087"],"corresponding_institution_ids":["https://openalex.org/I137902535"],"apc_list":{"value":3680,"currency":"USD","value_usd":3680},"apc_paid":null,"fwci":0.1445,"has_fulltext":false,"cited_by_count":2,"citation_normalized_percentile":{"value":0.45830505,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":94},"biblio":{"volume":"71","issue":"39","first_page":"7354","last_page":"7360"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.61080002784729,"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":0.61080002784729,"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/T13971","display_name":"Isoquinoline Alkaloid Synthesis","score":0.38040000200271606,"subfield":{"id":"https://openalex.org/subfields/1306","display_name":"Cancer Research"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.0034000000450760126,"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/dihydropyridinones","display_name":"dihydropyridones","score":0.8330000042915344},{"id":"https://openalex.org/keywords/morphine-synthesis","display_name":"morphine synthesis","score":0.5040000081062317},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.33000001311302185}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9567333459854126},{"id":"https://openalex.org/C2776923262","wikidata":"https://www.wikidata.org/wiki/Q412316","display_name":"Isoquinoline","level":2,"score":0.8844918608665466},{"id":"https://openalex.org/C2779074116","wikidata":"https://www.wikidata.org/wiki/Q134856","display_name":"Carboxylic acid","level":2,"score":0.6097665429115295},{"id":"https://openalex.org/C2777389121","wikidata":"https://www.wikidata.org/wiki/Q81225","display_name":"Morphine","level":2,"score":0.5657535791397095},{"id":"https://openalex.org/C18969341","wikidata":"https://www.wikidata.org/wiki/Q1169129","display_name":"Skeleton (computer programming)","level":2,"score":0.5605623126029968},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5391926765441895},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.2476048767566681},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0},{"id":"https://openalex.org/C199360897","wikidata":"https://www.wikidata.org/wiki/Q9143","display_name":"Programming language","level":1,"score":0.0},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.0},{"id":"https://openalex.org/C98274493","wikidata":"https://www.wikidata.org/wiki/Q128406","display_name":"Pharmacology","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1016/j.tet.2015.04.086","doi":"https://doi.org/10.1016/j.tet.2015.04.086","is_oa":true,"landing_page_url":"https://doi.org/10.1016/j.tet.2015.04.086","pdf_url":null,"source":{"id":"https://openalex.org/S205754296","display_name":"Tetrahedron","issn_l":"0040-4020","issn":["0040-4020","1464-5416"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-70","russia-white-list-2","vabb-shw"],"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":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"Tetrahedron","raw_type":"journal-article"}],"best_oa_location":{"id":"doi:10.1016/j.tet.2015.04.086","doi":"https://doi.org/10.1016/j.tet.2015.04.086","is_oa":true,"landing_page_url":"https://doi.org/10.1016/j.tet.2015.04.086","pdf_url":null,"source":{"id":"https://openalex.org/S205754296","display_name":"Tetrahedron","issn_l":"0040-4020","issn":["0040-4020","1464-5416"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-70","russia-white-list-2","vabb-shw"],"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":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"Tetrahedron","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G2937394381","display_name":"Purchase and Upgrade of NMR Instrumentation for NC State University","funder_award_id":"0078253","funder_id":"https://openalex.org/F4320306076","funder_display_name":"National Science Foundation"},{"id":"https://openalex.org/G7245254126","display_name":"Purchase of an X-ray Diffractometer","funder_award_id":"9509532","funder_id":"https://openalex.org/F4320306076","funder_display_name":"National Science Foundation"},{"id":"https://openalex.org/G9000242518","display_name":null,"funder_award_id":"GM 34442","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"}],"funders":[{"id":"https://openalex.org/F4320306076","display_name":"National Science Foundation","ror":"https://ror.org/021nxhr62"},{"id":"https://openalex.org/F4320309558","display_name":"Wake Forest University","ror":"https://ror.org/0207ad724"},{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":22,"referenced_works":["https://openalex.org/W1966124715","https://openalex.org/W1966695219","https://openalex.org/W1971699822","https://openalex.org/W1985617156","https://openalex.org/W1992091988","https://openalex.org/W1996892864","https://openalex.org/W1999277587","https://openalex.org/W2004831378","https://openalex.org/W2023978251","https://openalex.org/W2028838717","https://openalex.org/W2029116557","https://openalex.org/W2047788751","https://openalex.org/W2058204870","https://openalex.org/W2061014755","https://openalex.org/W2076556331","https://openalex.org/W2101239159","https://openalex.org/W2160302986","https://openalex.org/W2162576806","https://openalex.org/W2950061207","https://openalex.org/W2950214969","https://openalex.org/W2951400595","https://openalex.org/W2993475275"],"related_works":["https://openalex.org/W1984449889","https://openalex.org/W2058384274","https://openalex.org/W1986160876","https://openalex.org/W2028922839","https://openalex.org/W4251398640","https://openalex.org/W2019701555","https://openalex.org/W931408308","https://openalex.org/W2036350650","https://openalex.org/W1967212136","https://openalex.org/W2093925297"],"abstract_inverted_index":null,"counts_by_year":[{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}