醛的催化对映选择性一锅法氨基硼化反应：构建非外消旋 α-氨基硼酸酯的策略。
Catalytic enantioselective one-pot aminoborylation of aldehydes: a strategy for construction of nonracemic α-amino boronates.
机构信息
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
出版信息
J Am Chem Soc. 2013 Jun 26;135(25):9252-4. doi: 10.1021/ja402569j. Epub 2013 Jun 13.
Abstract
We report a strategy for the conversion of aldehydes to enantiomerically enriched α-amino boronates through the intermediacy of in situ-generated silylimines. This transformation is brought about by Pt-catalyzed asymmetric addition of B2(pin)2 across the imine double bond. An attractive feature of the intermediate diboration adduct is that it can be acylated directly and provides convenient access to important N-acyl α-amino boronic ester derivatives.
摘要
我们报告了一种通过原位生成的硅亚胺中间体将醛转化为对映体富集的α-氨基硼酸酯的策略。这种转化是通过 Pt 催化的 B2(pin)2 不对称加成到亚胺双键来实现的。中间二硼化加合物的一个吸引人的特点是它可以直接酰化，并为重要的 N-酰基α-氨基硼酸酯衍生物提供了便利的途径。
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