Ir-Catalyzed Chemo-, Regio-, and Enantioselective Allylic Enolization of 6,6-Dimethyl-3-((trimethylsilyl)oxy)cyclohex-2-en-1-one Involving Keto-Enol Isomerization

Autor:	Xiao-Lin Wang, Ji-Teng Chen, Sheng-Cai Zheng, Xiao-Ming Zhao
Jazyk:	angličtina
Rok vydání:	2022
Předmět:	enolization chemoselectivity regioselectivity enantioselectivity fluorination Organic chemistry QD241-441
Zdroj:	Molecules, Vol 27, Iss 20, p 6981 (2022)
Druh dokumentu:	article
ISSN:	1420-3049
DOI:	10.3390/molecules27206981
Popis:	The utilization of 6,6-dimethyl-3-((trimethylsilyl)oxy)cyclohex-2-en-1-one made from an unsymmetrical 4,4-dimethylcyclohexane-1,3-dione in iridium-catalyzed allylic enolization involving keto-enol isomerization is accomplished under mild conditions. The chemoselectivity, regioselectivity, and enantioselectivity are facilitated by the quaternary carbon and adjusting the reaction conditions. This method provides the substituted 2-(but-3-en-2-yl)-3-hydroxy-6,6-dimethylcyclohex-2-en-1-ones in good to high yields with high level of chemo-, regio-, and enantioselectivities. The chiral carbon-fluorine bond formation is induced by an adjacent chiral carbon center of the allylated 3-hydroxy-6,6-dimethylcyclohex-2-en-1-one, as well.
Databáze:	Directory of Open Access Journals
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