4.8 Article

Palladium-Catalyzed Enantioselective Hydrohydrazonation of 1,3-Dienes

Journal

ORGANIC LETTERS
Volume 25, Issue 47, Pages 8397-8401

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c02729

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A method for synthesizing allylic chiral hydrazones was presented, and the efficacy of this method was demonstrated by showcasing the transformation reactions of the products into various chiral compounds.
We presented a method for synthesizing allylic chiral hydrazones from 1,4-disubstituted 1,3-dienes and hydrazones through a (R)-DTBM-Segphos-Pd-(0)-catalyzed hydrohydrazonation reaction. This transformation has a wide range of substrates and good functional group tolerance. The desired products were obtained in medium to high yield and good regio- and enantioselectivity. Synthetic transformation of the products into various nitrogen-containing chiral compounds was demonstrated.

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