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Biorelevant Weakly Coordinating Directing Group Assisted C–H Alkenylation with Cyclopropanols via Sequential C–H/C–C Activation

Tripti Paul, Shubhajit Basak, Maniya V. Nanjegowda, Tharmalingam Punniyamurthy

2023Organic Letters10 citationsDOI

Abstract

A weakly coordinating biorelevant intrinsic directing group (DG) assisted site-selective C-H alkenylation via sequential C-H/C-C bond activation has been accomplished under Ru(II)-catalysis using readily accessible cyclopropyl alcohol as an alkenyl surrogate. Utilization of an intrinsic DG, exclusive regioselectivity, functional group diversity, late-stage natural product and drug mutations are the important practical features.

Topics & Concepts

ChemistryRegioselectivityCatalysisAlcoholStereochemistryNatural productMedicinal chemistryCombinatorial chemistryLeaving groupGroup (periodic table)BiochemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms
Biorelevant Weakly Coordinating Directing Group Assisted C–H Alkenylation with Cyclopropanols via Sequential C–H/C–C Activation | Litcius