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Vicinal stereocenters <i>via</i> asymmetric allylic alkylation and Cope rearrangement: a straightforward route to functionally and stereochemically rich heterocycles

Aleksandra Nilova, Michael D. Mannchen, Abdias N. Noel, Evgeniya Semenova, Alexander J. Grenning

2023Chemical Science12 citationsDOIOpen Access PDF

Abstract

Functionally and stereochemically rich saturated heterocycles are accessed stereoselectively from abundant resources. This work showcases the sequenced value of asymmetric allylic alkylation, Cope rearrangement, and Hayashi–Lear oxidative amidation.

Topics & Concepts

StereocenterMoietyAllylic rearrangementVicinalAlkylationStereochemistryStereoselectivityChemistryCope rearrangementTsuji–Trost reactionEnantioselective synthesisCombinatorial chemistryOrganic chemistryCatalysisAsymmetric Synthesis and CatalysisAdvanced Synthetic Organic ChemistrySynthetic Organic Chemistry Methods