{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,20]],"date-time":"2026-10-20T00:52:25Z","timestamp":1792457545407,"version":"4.5.0"},"reference-count":51,"publisher":"Wiley","issue":"28","license":[{"start":{"date-parts":[[2020,5,11]],"date-time":"2020-05-11T00:00:00Z","timestamp":1589155200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21572264"],"award-info":[{"award-number":["21572264"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21871293"],"award-info":[{"award-number":["21871293"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002365","name":"China Agricultural University","doi-asserted-by":"publisher","award":["2018TC052"],"award-info":[{"award-number":["2018TC052"]}],"id":[{"id":"10.13039\/501100002365","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002365","name":"China Agricultural University","doi-asserted-by":"publisher","award":["2018TC055"],"award-info":[{"award-number":["2018TC055"]}],"id":[{"id":"10.13039\/501100002365","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002365","name":"China Agricultural University","doi-asserted-by":"publisher","award":["2019TC085"],"award-info":[{"award-number":["2019TC085"]}],"id":[{"id":"10.13039\/501100002365","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2020,7,6]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A palladium\u2010catalyzed asymmetric [4+2] cycloaddition of 2\u2010methylidenetrimethylene carbonate with alkenes derived from pyrazolones, indandione, or barbiturate has been successfully developed, affording pharmacologically interesting chiral tetrahydropyran\u2010fused spirocyclic scaffolds. The target compounds were generated in good to excellent yields and with high enantioselectivity (up to 99\u2009% <jats:italic>ee<\/jats:italic>). Furthermore, this cycloaddition reaction could be efficiently scaled up, and several synthetic transformations were accomplished for the construction of other useful chiral spiropyrazolone and spiroindandione derivatives.<\/jats:p>","DOI":"10.1002\/anie.202002765","type":"journal-article","created":{"date-parts":[[2020,4,17]],"date-time":"2020-04-17T04:04:06Z","timestamp":1587096246000},"page":"11316-11320","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":125,"title":["Palladium\u2010Catalyzed Asymmetric [4+2] Cycloaddition of 2\u2010Methylidenetrimethylene Carbonate with Alkenes: Access to Chiral Tetrahydropyran\u2010Fused Spirocyclic Scaffolds"],"prefix":"10.1002","volume":"59","author":[{"given":"Biming","family":"Mao","sequence":"first","affiliation":[{"name":"College of Science China Agricultural University  2 West Yuanmingyuan Road Beijing 100193 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Honglei","family":"Liu","sequence":"additional","affiliation":[{"name":"College of Science China Agricultural University  2 West Yuanmingyuan Road Beijing 100193 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhengyang","family":"Yan","sequence":"additional","affiliation":[{"name":"College of Science China Agricultural University  2 West Yuanmingyuan Road Beijing 100193 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi","family":"Xu","sequence":"additional","affiliation":[{"name":"College of Science China Agricultural University  2 West Yuanmingyuan Road Beijing 100193 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiaqing","family":"Xu","sequence":"additional","affiliation":[{"name":"College of Science China Agricultural University  2 West Yuanmingyuan Road Beijing 100193 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wei","family":"Wang","sequence":"additional","affiliation":[{"name":"College of Public Health Zhengzhou University  Zhengzhou 450001 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yongjun","family":"Wu","sequence":"additional","affiliation":[{"name":"College of Public Health Zhengzhou University  Zhengzhou 450001 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7356-4283","authenticated-orcid":false,"given":"Hongchao","family":"Guo","sequence":"additional","affiliation":[{"name":"College of Science China Agricultural University  2 West Yuanmingyuan Road Beijing 100193 China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,5,11]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"Reviews on spirocyclic compounds:"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0028-1083300"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2005.09.039"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(99)00482-2"},{"key":"e_1_2_2_5_1","unstructured":"Relevant reviews on the enantioselective synthesis of spirocyclic compounds:"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0029-1216975"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/C1CS15156H"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0031-1290982"},{"key":"e_1_2_2_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/cs300801y"},{"key":"e_1_2_2_10_1","unstructured":"Recent reviews:"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo401776s"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr400709j"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0034-1380170"},{"key":"e_1_2_2_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr400543u"},{"key":"e_1_2_2_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b02072"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0035-1562530"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6OB02647H"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00599"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201702486"},{"key":"e_1_2_2_20_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2018.02.081"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201207427"},{"key":"e_1_2_2_21_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201207427"},{"key":"e_1_2_2_22_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1796"},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/cs501369z"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b01845"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201403754"},{"key":"e_1_2_2_25_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201403754"},{"key":"e_1_2_2_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201407013"},{"key":"e_1_2_2_26_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201407013"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201611474"},{"key":"e_1_2_2_27_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201611474"},{"key":"e_1_2_2_28_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201711648"},{"key":"e_1_2_2_28_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201711648"},{"key":"e_1_2_2_29_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201711873"},{"key":"e_1_2_2_29_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201711873"},{"key":"e_1_2_2_30_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b00868"},{"key":"e_1_2_2_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja073997f"},{"key":"e_1_2_2_32_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja807662b"},{"key":"e_1_2_2_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol902326s"},{"key":"e_1_2_2_34_1","doi-asserted-by":"publisher","DOI":"10.1039\/c0cc05308b"},{"key":"e_1_2_2_35_1","unstructured":"\u00a0"},{"key":"e_1_2_2_36_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201701247"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b04590"},{"key":"e_1_2_2_38_1","unstructured":"A review on catalytic asymmetric synthesis of tetrahydropyran:"},{"key":"e_1_2_2_39_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6CS00757K"},{"key":"e_1_2_2_40_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol2027587"},{"key":"e_1_2_2_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol3020144"},{"key":"e_1_2_2_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/cs4002332"},{"key":"e_1_2_2_43_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol400900h"},{"key":"e_1_2_2_44_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b07240"},{"key":"e_1_2_2_45_1","unstructured":"CCDC\u20051984060 1984064 1984062 1984066 and 1984067(3\u2009ag 5\u2009ab 7\u2009aa 9and10\u2009ae) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge fromThe Cambridge Crystallographic Data Centre."}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fanie.202002765","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202002765","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202002765","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202002765","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,9,3]],"date-time":"2023-09-03T16:24:38Z","timestamp":1693758278000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202002765"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,5,11]]},"references-count":51,"journal-issue":{"issue":"28","published-print":{"date-parts":[[2020,7,6]]}},"alternative-id":["10.1002\/anie.202002765"],"URL":"https:\/\/doi.org\/10.1002\/anie.202002765","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,5,11]]},"assertion":[{"value":"2020-02-22","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-05-11","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}