Development of new catalytic reactions based on activation of boron and related reagents by chiral carboxylic acid catalysts

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We have found that O-monoacyltartaric acid serves as an effective asymmetric organocatalyst, which can activate various boron compounds such as alkenylboronic acids, allylboronates, and diborons to promote asymmetric conjugate addition and allylation. Effect of the acyl and carboxyl groups of the catalyst was investigated to further improve the selectivity and catalytic activity. The catalytic mechanism was studied based on theoretical calculations. The recovery/reuse of the catalyst was also investigated.