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Ruthenium-catalyzed formal sp<sup>3</sup> C–H activation of allylsilanes/esters with olefins: efficient access to functionalized 1,3-dienes

Dattatraya H. Dethe, Nagabhushana C. Beeralingappa, Saikat Das, Appasaheb K. Nirpal

2021Chemical Science14 citationsDOIOpen Access PDF

Abstract

isomerization followed by C(allyl)-H activation providing efficient access to stereodefined 1,3-dienes in excellent yields. Mild reaction conditions, less expensive catalysts, and excellent regio- and diastereoselectivity ensure universality of the reaction. In addition, the unique power of this reaction was illustrated by performing the Diels-Alder reaction, and enantioselective synthesis of highly functionalized cyclohexenone and piperidine and finally synthetic utility was further demonstrated by the efficient synthesis of norpyrenophorin, an antifungal agent.

Topics & Concepts

IsomerizationRutheniumCatalysisChemistryMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions
Ruthenium-catalyzed formal sp<sup>3</sup> C–H activation of allylsilanes/esters with olefins: efficient access to functionalized 1,3-dienes | Litcius