{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T21:43:17Z","timestamp":1761514997244,"version":"build-2065373602"},"reference-count":33,"publisher":"MDPI AG","issue":"6","license":[{"start":{"date-parts":[[2023,3,21]],"date-time":"2023-03-21T00:00:00Z","timestamp":1679356800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21871128","2019BT02Y335"],"award-info":[{"award-number":["21871128","2019BT02Y335"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Guangdong Innovative Program","award":["21871128","2019BT02Y335"],"award-info":[{"award-number":["21871128","2019BT02Y335"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Owing to their unique chemical properties, \u03b1-alkylidene succinimides generally act as versatile synthons in organic synthesis. Compared with well-established annulations, nucleophilic alkylations of \u03b1-alkylidene succinimides are very limited. Accordingly, an organocatalytic allylic alkylation of \u03b1-benzylidene succinimides with Morita\u2013Baylis\u2013Hillman (MBH) carbonates was established. In the presence of a chiral phosphine catalyst, \u03b1-benzylidene succinimides reacted smoothly with MBH carbonates under mild conditions to furnish a series of optical active succinimides in high yields and enantioselectivities. Different from the reported results, the organocatalytic enantioselective construction of pyrrolidine-2,5-dione frameworks bearing contiguous chiral tertiary carbon centers was achieved via this synthetic strategy. Scaling up the reaction indicated that it is a practical strategy for the organocatalytic enantioselective alkylation of \u03b1-alkylidene succinimides. A possible reaction mechanism was also proposed.<\/jats:p>","DOI":"10.3390\/molecules28062825","type":"journal-article","created":{"date-parts":[[2023,3,21]],"date-time":"2023-03-21T06:56:48Z","timestamp":1679381808000},"page":"2825","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Chiral Phosphine Catalyzed Allylic Alkylation of Benzylidene Succinimides with Morita\u2013Baylis\u2013Hillman Carbonates"],"prefix":"10.3390","volume":"28","author":[{"given":"Chang","family":"Liu","sequence":"first","affiliation":[{"name":"Shenzhen Grubbs Institute, Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, College of Science, Southern University of Science and Technology (SUSTech), Shenzhen 518055, China"},{"name":"Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China"},{"name":"Southern University of Science and Technology Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen 518055, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2470-1077","authenticated-orcid":false,"given":"Jianwei","family":"Sun","sequence":"additional","affiliation":[{"name":"Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5836-1069","authenticated-orcid":false,"given":"Pengfei","family":"Li","sequence":"additional","affiliation":[{"name":"Shenzhen Grubbs Institute, Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, College of Science, Southern University of Science and Technology (SUSTech), Shenzhen 518055, China"},{"name":"Southern University of Science and Technology Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen 518055, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2023,3,21]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"4409","DOI":"10.1021\/ja00248a055","article-title":"Andrimid, a new peptide antibiotic produced by an intracellular bacterial symbiont isolated from a brown planthopper","volume":"109","author":"Fredenhagen","year":"1987","journal-title":"J. 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