1 research outputs found
Visible-Light-Mediated Anti-Markovnikov Hydration of Olefins
Considering that
stoichiometric borane and oxidant are required
in the classical alkene anti-Markovnikov hydration process, it remains
appealing to achieve the transformation in a catalytic protocol. Herein,
a visible-light-mediated anti-Markovnikov addition of water to alkenes
by using an organic photoredox catalyst in conjunction with a redox-active
hydrogen atom donor was developed, which avoided the need for a transition-metal
catalyst, stoichiometric borane, as well as oxidant. Both terminal
and internal olefins are readily accommodated in this transformation
to obtain corresponding primary and secondary alcohols in good yields
with single regioselectivity. This procedure can be scaled up to gram
scale with a 230 turnover number based on photocatalyst