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Primary and secondary amines selectively react with the lactone moiety of γ-valerolactone oxide (GVLO). Several primary amines afforded the resulting epoxyamides with an intact epoxy group. In some cases addition of two equivalents of amine resulted in additional epoxide opening to give α,γ-dihydroxy-β-amino-amides. The selective lactone-opening in GVLO was further corroborated by DFT-studies. [ABSTRACT FROM AUTHOR]

Methyl vinyl glycolate (MVG) can be obtained by acid-catalyzed conversion of C4 and C6 sugars. Applications of MVG in polymers are so far limited to its use as co-monomer for poly(lactic acid) and as crosslinking agent. In this work, hydroformylation and methoxycarbonylation of MVG were investigated to produce novel bifunctional monomers. Polyesters with high renewable-atom content were successfully prepared and characterized. [ABSTRACT FROM AUTHOR]

The borocarbonylative coupling of unactivated alkenes with alkyl halides remains a challenge. In this communication, a Cu-catalyzed borocarbonylative coupling of unactivated alkenes with alkyl halides for the synthesis of β-boryl ketones has been developed. A broad range of β-boryl ketone derivatives was prepared in moderate to excellent yields with complete regioselectivity., (© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)