Nickel-Catalyzed Isomerization/Allylic Cyanation of Alkenyl Alcohols.

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Abstract

Herein reported is a nickel-catalyzed isomerization/allylic cyanation of alkenyl alcohols, which complements current methods for the allylic substitution reactions. The specific diphosphite ligand and methanol as the solvent are crucial for the success for this transformation. A gram-scale regioconvergent experiment and formal synthesis of quebrachamine demonstrate the high potential of this methodology.

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Journal

Journal ID (iso-abbrev): Org Lett

Title: Organic letters

Publisher: American Chemical Society (ACS)

ISSN (Electronic): 1523-7052

ISSN (Print): 1523-7052

Publication date (Electronic): Aug 06 2021

Volume: 23

Issue: 15

Affiliations

[1 ] Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.

Article

DOI: 10.1021/acs.orglett.1c02143

PubMed ID: 34296889

SO-VID: 417b47aa-6b6f-470f-8d63-6528443f05db

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