Cobalt-Catalyzed Hydroboration of Alkenes, Aldehydes, and Ketones

Sem Raj Tamang, Deepika Bedi, Sara Shafiei-Haghighi, Cecilia R. Smith, Christian Crawford, Michael Findlater

Research output: Contribution to journalArticle

34 Scopus citations

Abstract

An operationally convenient and general method for hydroboration of alkenes, aldehydes, and ketones employing Co(acac) 3 as a precatalyst is reported. The hydroboration of alkenes in the presence of HBpin, PPh 3 , and NaO t Bu affords good to excellent yields with high Markovnikov selectivity with up to 97:3 branched/linear selectivity. Moreover, Co(acac) 3 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.

Original languageEnglish
Pages (from-to)6695-6700
Number of pages6
JournalOrganic Letters
Volume20
Issue number21
DOIs
StatePublished - Nov 2 2018

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