Cobalt-Catalyzed Hydroboration of Alkenes, Aldehydes,
and Ketones
Posted on 2018-10-19 - 19:03
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, 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.
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Tamang, Sem Raj; Bedi, Deepika; Shafiei-Haghighi, Sara; Smith, Cecilia R.; Crawford, Christian; Findlater, Michael (2018). Cobalt-Catalyzed Hydroboration of Alkenes, Aldehydes,
and Ketones. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.8b02775
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AUTHORS (6)
ST
Sem Raj Tamang
DB
Deepika Bedi
SS
Sara Shafiei-Haghighi
CS
Cecilia R. Smith
CC
Christian Crawford
MF
Michael Findlater