Transition-Metal-Free Stereoselective Borylation of Allenamides.

Chemistry

Department Química Física I Inorgànica, University Rovira i Virgili, C/ Marcel⋅lí Domingo s/n, 43007, Tarragona, Spain.

Published: September 2018

AI Article Synopsis

  • Complete stereocontrol was achieved in the hydroboration of allenamides with acetyl groups, producing only the Z-isomer.
  • A Pd-catalyzed cross-coupling reaction followed, facilitating the easy creation of trisubstituted enamides.
  • This process demonstrated total control over stereoselectivity throughout the reactions.

Article Abstract

Complete stereocontrol on the transition-metal-free hydroboration of the distal double bond of allenamides could be achieved when allenamides contained acetyl substituents, which provided exclusively the Z-isomer. The consecutive Pd-catalyzed cross-coupling reaction allowed the straightforward formation of trisubstituted enamides, with total control of the stereoselectivity.

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Source
http://dx.doi.org/10.1002/chem.201803004DOI Listing

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