Department of Chemistry and Biochemistry , Texas Tech University , Lubbock , Texas 79409 , United States.
Org Lett. 2018 Nov 2;20(21):6695-6700. doi: 10.1021/acs.orglett.8b02775. Epub 2018 Oct 19.
An operationally convenient and general method for hydroboration of alkenes, aldehydes, and ketones employing Co(acac) as a precatalyst is reported. The hydroboration of alkenes in the presence of HBpin, PPh, and NaO Bu affords good to excellent yields with high Markovnikov selectivity with up to 97:3 branched/linear selectivity. Moreover, Co(acac) could be used effectively to hydroborate aldehydes and ketones in the absence of additives under mild reaction conditions. Inter- and intramolecular chemoselective reduction of the aldehyde group took place over the ketone functional group.
报道了一种使用 Co(acac) 作为前催化剂的烯烃、醛和酮的硼氢化反应的操作方便且通用的方法。在 HBpin、PPh 和 NaO Bu 的存在下，烯烃的硼氢化反应以高 Markovnikov 选择性得到良好至优异的产率，最高可达 97:3 的支链/线性选择性。此外，Co(acac)可在温和的反应条件下无需添加剂有效地用于醛和酮的硼氢化反应。醛基的分子间和分子内选择性还原发生在酮官能团上。
