Chiral N,N′-dioxide/Sc(OTf)3 complex-catalyzed asymmetric dearomatization of β-naphthols†
Shulin
Ge, 
a
Tengfei
Kang,
a
Lili
Lin,
*a
Xiying
Zhang,
a
Peng
Zhao,
a
Xiaohua
Liu
a
and
Xiaoming
Feng
*a
a
Tengfei
Kang,
a
Lili
Lin,
*a
Xiying
Zhang,
a
Peng
Zhao,
a
Xiaohua
Liu
a
and
Xiaoming
Feng
*a
Abstract
An efficient N,N′-dioxide–scandium(III) complex catalytic system has been developed for the asymmetric dearomatization of β-naphthols through conjugate addition to alkynones. A variety of Z-predominated β-naphthalenone compounds were obtained in moderate to high yields with excellent enantioselectivities (up to 98% ee). Moreover, a possible transition state was proposed to explain the origin of the stereoselectivity.
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