ol8b02775_si_001.pdf (5.14 MB)
Cobalt-Catalyzed Hydroboration of Alkenes, Aldehydes, and Ketones
journal contribution
posted on 2018-10-19, 19:03 authored by Sem Raj Tamang, Deepika Bedi, Sara Shafiei-Haghighi, Cecilia R. Smith, Christian Crawford, Michael FindlaterAn
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, PPh3, and NaOtBu
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.
