Catalytic Kinetic Resolution of Spiro-Epoxyoxindoles with 1-Naphthols: Switchable Asymmetric Tandem Dearomatization/Oxa-Michael Reaction and Friedel–Crafts Alkylation of 1-Naphthols at the C4 Position

Autor:	Yiping Li, Guangjun Bao, Liwu Huang, Gongming Zhu, Rui Wang, Wangsheng Sun, Liang Hong
Rok vydání:	2018
Předmět:	010405 organic chemistry Chemistry Enantioselective synthesis Regioselectivity General Chemistry Alkylation 010402 general chemistry 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences Kinetic resolution Michael reaction Chemoselectivity Friedel–Crafts reaction
Zdroj:	ACS Catalysis. 8:1810-1816
ISSN:	2155-5435
DOI:	10.1021/acscatal.7b03268
Popis:	Switching the chemo- or regioselectivity from identical starting materials under readily tunable reaction conditions represents a great challenge in medicinal and synthetic organic chemistry. Herein, we report the asymmetric dearomatization/oxa-Michael reaction and Friedel–Crafts alkylation of 1-naphthols at the C4 position, wherein the chemoselectivity could be switched easily by using different reaction conditions without changing the catalyst and the substrates. The reactions feature asymmetric Friedel–Crafts alkylation of 1-naphthols at the C4 position and asymmetric dearomatization without using specific substrates or stepwise protocols.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b809fd17e1880394b1f8c32f4b13d1b6 https://doi.org/10.1021/acscatal.7b03268 Zobrazit plný text záznamu