Tags

Type your tag names separated by a space and hit enter

Chiral N,N'-dioxide/Sc(OTf)3 complex-catalyzed asymmetric dearomatization of β-naphthols.
Chem Commun (Camb). 2017 Aug 22; 53(86):11759-11762.CC

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.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Ge S
Key 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.
Kang T
No affiliation info available
Lin L
No affiliation info available
Zhang X
No affiliation info available
Zhao P
No affiliation info available
Liu X
No affiliation info available
Feng X
No affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

29026908

Citation

Ge, Shulin, et al. "Chiral N,N'-dioxide/Sc(OTf)3 Complex-catalyzed Asymmetric Dearomatization of Β-naphthols." Chemical Communications (Cambridge, England), vol. 53, no. 86, 2017, pp. 11759-11762.
Ge S, Kang T, Lin L, et al. Chiral N,N'-dioxide/Sc(OTf)3 complex-catalyzed asymmetric dearomatization of β-naphthols. Chem Commun (Camb). 2017;53(86):11759-11762.
Ge, S., Kang, T., Lin, L., Zhang, X., Zhao, P., Liu, X., & Feng, X. (2017). Chiral N,N'-dioxide/Sc(OTf)3 complex-catalyzed asymmetric dearomatization of β-naphthols. Chemical Communications (Cambridge, England), 53(86), 11759-11762. https://doi.org/10.1039/c7cc06388a
Ge S, et al. Chiral N,N'-dioxide/Sc(OTf)3 Complex-catalyzed Asymmetric Dearomatization of Β-naphthols. Chem Commun (Camb). 2017 Aug 22;53(86):11759-11762. PubMed PMID: 29026908.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chiral N,N'-dioxide/Sc(OTf)3 complex-catalyzed asymmetric dearomatization of β-naphthols. AU - Ge,Shulin, AU - Kang,Tengfei, AU - Lin,Lili, AU - Zhang,Xiying, AU - Zhao,Peng, AU - Liu,Xiaohua, AU - Feng,Xiaoming, PY - 2017/10/14/pubmed PY - 2017/10/14/medline PY - 2017/10/14/entrez SP - 11759 EP - 11762 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) VL - 53 IS - 86 N2 - 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. SN - 1364-548X UR - https://www.unboundmedicine.com/medline/citation/29026908/Chiral_NN'_dioxide/Sc_OTf_3_complex_catalyzed_asymmetric_dearomatization_of_��_naphthols_ DB - PRIME DP - Unbound Medicine ER -