Abstract
Fourteen new chiral spiroborate esters with an O3BN framework, potential chiral catalyst for asymmetric reactions, have been conveniently prepared by diastereomeric separation and direct reaction of diol, boron compound (borane complex, boric acid or alkyl borate) and β‐amino alcohol or α‐amino acid. Their composition and structure have been characterized by IR, 1H and 11B NMR spectra. They generally possess strong resistance to thermolysis, hydrolysis, oxidation and racemization due to the presence of B←N coordination bond; however, their spirocyclic structure could be destroyed by an alkali metal hydroxide, Lewis acid or base. This work was supported by the National Natural Science Foundation of China (29972033 and 20372053).
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