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Chiral N,N'-dioxide/Sc(OTf)3 complex-catalyzed asymmetric dearomatization of β-naphthols
Shulin Ge1, Tengfei Kang, Lili Lin
1Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China. lililin@scu.edu.cn xmfeng@scu.edu.cn.
Chemical Communications (Cambridge, England)
|October 14, 2017
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.