Wang, Yi-Ming
Bruno, Nicholas C.
Placeres, Ángel L.
Zhu, Shaolin
Buchwald, Stephen L.

Enantioselective Synthesis of Carbo- and Heterocycles Through a CuH-Catalyzed Hydroalkylation Approach

“,
J. Am. Chem. Soc.
,
2015
,
137
(
33
)
,
10524–10527
.
Abstract

The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cyclobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. This protocol was applied to the synthesis of the commercial serotonin reuptake inhibitor (?)-paroxetine.The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cyclobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. This protocol was applied to the synthesis of the commercial serotonin reuptake inhibitor (?)-paroxetine.