biostudies-literatureMassaro NPNational Institute of General Medical SciencesNIGMS NIH HHS5079-5084https://www.ebi.ac.uk/biostudies/studies/S-EPMC7662074biostudies-literatureUnknown22(13)The Amaryllidaceae alkaloids have been a target of synthesis for decades due to their complex architectures and biological activity. A central feature of these natural product cores is a quaternary substituted hydroindole heterocycle. Building off the foundation of our previous multicomponent approach to highly functionalized pyrrolidinones, herein we report a highly convergent, diastereoselective, multicomponent approach to access the hydroindole cores present within crinine, haemanthamine, pretazettine, and various other bioactive alkaloids. These scaffolds are additionally useful as building blocks for druglike molecules and natural product like library generation.Organic lettersStereoselective, Multicomponent Approach to Quaternary Substituted Hydroindole Scaffolds.PMC7662074R01 GM117570R01GM117570R01 GM110154Massaro NPPierce JGfalseStereoselective, Multicomponent Approach to Quaternary Substituted Hydroindole Scaffolds.The Amaryllidaceae alkaloids have been a target of synthesis for decades due to their complex architectures and biological activity. A central feature of these natural product cores is a quaternary substituted hydroindole heterocycle. Building off the foundation of our previous multicomponent approach to highly functionalized pyrrolidinones, herein we report a highly convergent, diastereoselective, multicomponent approach to access the hydroindole cores present within crinine, haemanthamine, pretazettine, and various other bioactive alkaloids. These scaffolds are additionally useful as building blocks for druglike molecules and natural product like library generation.2020-01-01T00:00:00Z2020 Jul2024-11-09T17:51:42.855Z2022-02-10T17:18:45.455ZS-EPMC76620743261091910.1021/acs.orglett.0c01650