一种用于高烯丙基胺和膦硼烷配合物分子内硼氢化反应的机理替代方案。

A mechanistic alternative for the intramolecular hydroboration of homoallylic amine and phosphine borane complexes.

作者信息

Scheideman Matthew, Shapland Peter, Vedejs Edwin

机构信息

Department of Chemistry, University of Michigan, Ann Arbor, MI 48109, USA.

出版信息

J Am Chem Soc. 2003 Sep 3;125(35):10502-3. doi: 10.1021/ja034655m.

DOI:10.1021/ja034655m

PMID:12940716

Abstract

Intramolecular hydroboration is demonstrated starting from homoallylic amine boranes upon activation by iodine. The process involves a B-iodoborane complex as the intermediate and may occur via internal displacement of iodide by the alkene to generate a cationic borane-alkene pi-complex on the way to hydroboration products. The reaction can be carried out using a catalytic amount of iodine.

摘要

分子内硼氢化反应是从碘活化的高烯丙基胺硼烷开始进行演示的。该过程涉及一种硼碘硼烷络合物作为中间体，并且可能通过烯烃对碘化物的分子内取代，在生成硼氢化产物的过程中产生阳离子硼烷 - 烯烃π络合物。该反应可以使用催化量的碘来进行。