Moving beyond classical Morita–Baylis–Hillman (MBH) carbonates, we have developed novel pyrrolidinone-based MBH carbonates. Owing to their dielectrophilic nature, these compounds serve as versatile C5 synthons in annulation reactions. Herein, we report their (5+1)-annulations with 3-aryl-3-oxopropanenitriles, which efficiently deliver functionalized hexahydroisoindoles using 1,8-diazabicyclo[5.4.0]undec-7-ene as a bifunctional nucleophilic/base catalyst. This synthetic strategy enables the asymmetric synthesis of hexahydroisoindoles with good regioselectivity and diastereoselectivity.
{"title":"Regioselective and Diastereoselective (5+1)-Annulations: Access to Functionalized Hexahydroisoindoles from Morita–Baylis–Hillman Carbonates and 3-Aryl-3-Oxopropanenitriles","authors":"Rongzhen Li, Xuling Chen, Pengfei Li","doi":"10.1002/ejoc.70323","DOIUrl":"https://doi.org/10.1002/ejoc.70323","url":null,"abstract":"Moving beyond classical Morita–Baylis–Hillman (MBH) carbonates, we have developed novel pyrrolidinone-based MBH carbonates. Owing to their dielectrophilic nature, these compounds serve as versatile C5 synthons in annulation reactions. Herein, we report their (5+1)-annulations with 3-aryl-3-oxopropanenitriles, which efficiently deliver functionalized hexahydroisoindoles using 1,8-diazabicyclo[5.4.0]undec-7-ene as a bifunctional nucleophilic/base catalyst. This synthetic strategy enables the asymmetric synthesis of hexahydroisoindoles with good regioselectivity and diastereoselectivity.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"162 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-02-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146134071","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The JCS 2025 – Journées de Chimie Supramoléculaire – conference was held in Strasbourg on May 22–23, 2025. This conference report highlights the activities of the Supramolecular Chemistry group of the French Chemical Society and showcases emerging themes in the field.
{"title":"Conference Report: Journées De Chimie Supramoléculaire 2025 Strasbourg, May 22–23, 2025","authors":"Irene Regeni","doi":"10.1002/ejoc.70297","DOIUrl":"https://doi.org/10.1002/ejoc.70297","url":null,"abstract":"The JCS 2025 – Journées de Chimie Supramoléculaire – conference was held in Strasbourg on May 22–23, 2025. This conference report highlights the activities of the Supramolecular Chemistry group of the French Chemical Society and showcases emerging themes in the field.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"3 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146134073","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}