Mechanistic Investigations of the Pd‐Catalyzed Hydrogenolysis of Ketene Heterodimer β‐Lactones,European Journal of Organic Chemistry

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Mechanistic Investigations of the Pd‐Catalyzed Hydrogenolysis of Ketene Heterodimer β‐Lactones
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-08-14 , DOI: 10.1002/ejoc.202000976
Manashi Panda ₁ , Mukulesh Mondal ₁ , Shi Chen ₁ , Ahmad A Ibrahim ₁ , Dylan J Twardy ₁ , Nessan Joseph Kerrigan ₂

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Catalytic hydrogenolysis of the Z‐isomer of a series of aryl‐substituted ketene heterodimers facilitated access to deoxypropionate derivatives, favoring the anti‐isomer, and with excellent transfer of chirality. Anti‐β‐elimination and an anti‐selective hydrogenation of an E‐olefin intermediate are proposed to be key steps.