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Access to Axially and Centrally Chiral Sulfinamides via Asymmetric Allylic Alkylation

Gaoliang Zheng, Xin Li, Jin‐Pei Cheng

2021Organic Letters26 citationsDOI

Abstract

Herein, access to axially and centrally chiral sulfinamides via asymmetric allylic alkylation was reported. A series of sulfinamides were obtained with good outcomes (up to 99% yield, >19:1 dr, and 98:2 er). The synthetic utility of the reaction was demonstrated by scaled-up synthesis, product transformation, and application as a catalyst in asymmetric catalysis.

Topics & Concepts

Tsuji–Trost reactionChemistryYield (engineering)AlkylationAllylic rearrangementAxial symmetryCatalysisCombinatorial chemistryOrganic chemistryMaterials scienceMathematicsGeometryMetallurgyAxial and Atropisomeric Chirality SynthesisChemical synthesis and alkaloidsAsymmetric Synthesis and Catalysis
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