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Chem Sci. 2021 Jul 02;12(31):10532-10537. doi: 10.1039/d1sc02599f. eCollection 2021 Aug 11.

Palladium-catalyzed asymmetric allylic alkylation (AAA) with alkyl sulfones as nucleophiles.

Chemical science

Barry M Trost, Zhiwei Jiao, Hadi Gholami

Affiliations

  1. Departmentof Chemistry, Stanford University Stanford CA 94305-5080 USA [email protected].
  2. School of Chemistry, Sun Yat-Sen University Guangzhou 510275 China [email protected].

PMID: 34447546 PMCID: PMC8356815 DOI: 10.1039/d1sc02599f

Abstract

An efficient palladium-catalyzed AAA reaction with a simple α-sulfonyl carbon anion as nucleophiles is presented for the first time. Allyl fluorides are used as superior precursors for the generation of π-allyl complexes that upon ionization liberate fluoride anions for activation of silylated nucleophiles. With the unique bidentate diamidophosphite ligand ligated palladium as catalyst, the

This journal is © The Royal Society of Chemistry.

Conflict of interest statement

There are no conflicts to declare.

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