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Bifunctional Phosphonium Salt‐catalyzed Enantioselective [4+2] Annulation of Isoindigos with Allenes: Access to Complex Heterocycles with Centerpiece of 4<i>H</i>‐Pyrans

Juan Du, Jia‐Hong Wu, Lixiang Zhu, Xiaoyu Ren, Chunhui Jiang, Tianli Wang

2020Advanced Synthesis & Catalysis28 citationsDOI

Abstract

Abstract Structurally fused heterocycles encompassing 4 H ‐pyran centerpiece are prevalent scaffolds with promising biological activities, but have daunting synthetic challenges. Herein, we presented a regio‐ and stereoselective [4+2] annulation of isoindigo derivatives with allenes by bifunctional phosphonium catalysis. This protocol provides a complementary way for accessing complex heterocyclic compounds. magnified image

Topics & Concepts

ChemistryBifunctionalAnnulationEnantioselective synthesisPhosphonium saltPhosphoniumCatalysisPyranCombinatorial chemistryOrganocatalysisStereoselectivitySalt (chemistry)Organic chemistryStereochemistryCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthetic Organic Chemistry Methods
Bifunctional Phosphonium Salt‐catalyzed Enantioselective [4+2] Annulation of Isoindigos with Allenes: Access to Complex Heterocycles with Centerpiece of 4<i>H</i>‐Pyrans | Litcius