A diastereoselective preparation of cyclic α-aminoboronates.

ABSTRACT: Chiral α-amino- and α-amidoboronates are established pharmacophores in numerous drugs and drug candidates, however, methods to prepare this motif are limited. We report the preparation of cyclic α-amino boronates via a three-component coupling reaction of salicylaldehydes, tetrahydroxydiboron, and chiral amines. Deploying 1,2-aminoalcohol and aminoacid derivatives delivers a structurally diverse set of cyclic α-aminoboronates. Moderate to high diastereoselectivity is noted both at the newly forged carbon-boron bond and at the tetrahedral boron center.

SUBMITTER: Kim J 

PROVIDER: S-EPMC12657034 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature