Facile Routes to 1-Halo-1-alkyl Boronic Esters as Precursors for Novel Thrombin Inhibitors.
1994
Abstract Methods of synthesis are described of α-haloboronic esters by hydroboration of 1-halo-1-alkenes with catecholborane and by reaction of pinanediol dichloromethylboronate with organometallic reagents. The resulting α-haloboronic esters are synthetically useful, especially for the synthesis of peptides containing α-aminoboronic acids. The inhibitory activities of these peptides have been studied with thrombin.
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