Efficient intramolecular hydroalkoxylation/cyclization of unactivated alkenols mediated by lanthanide triflate ionic liquids

Alma Dzudza; Tobin J. Marks

doi:10.1021/ol8029559

Efficient intramolecular hydroalkoxylation/cyclization of unactivated alkenols mediated by lanthanide triflate ionic liquids

Alma Dzudza^*, Tobin J. Marks

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

90 Scopus citations

Abstract

Lanthanide triflates, Ln(OTf) ₃, serve as efficient catalysts for the intramolecular hydroalkoxylation (HO)/cyclization of primary/secondary and aliphatic/aromatic hydroxyalkenes in room temperature ionic liquids (RTlLs). Cyclizations are effective in the formation of five-and sixmembered oxygen heterocycles with Markovnikov-type selectivity. Reaction rates exhibit first-order dependence on [Ln ³⁺] and [substrate].

Original language	English (US)
Pages (from-to)	1523-1526
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	7
DOIs	https://doi.org/10.1021/ol8029559
State	Published - Apr 2 2009

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol8029559

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abstract = "Lanthanide triflates, Ln(OTf) 3, serve as efficient catalysts for the intramolecular hydroalkoxylation (HO)/cyclization of primary/secondary and aliphatic/aromatic hydroxyalkenes in room temperature ionic liquids (RTlLs). Cyclizations are effective in the formation of five-and sixmembered oxygen heterocycles with Markovnikov-type selectivity. Reaction rates exhibit first-order dependence on [Ln 3+] and [substrate].",

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AU - Marks, Tobin J.

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N2 - Lanthanide triflates, Ln(OTf) 3, serve as efficient catalysts for the intramolecular hydroalkoxylation (HO)/cyclization of primary/secondary and aliphatic/aromatic hydroxyalkenes in room temperature ionic liquids (RTlLs). Cyclizations are effective in the formation of five-and sixmembered oxygen heterocycles with Markovnikov-type selectivity. Reaction rates exhibit first-order dependence on [Ln 3+] and [substrate].

AB - Lanthanide triflates, Ln(OTf) 3, serve as efficient catalysts for the intramolecular hydroalkoxylation (HO)/cyclization of primary/secondary and aliphatic/aromatic hydroxyalkenes in room temperature ionic liquids (RTlLs). Cyclizations are effective in the formation of five-and sixmembered oxygen heterocycles with Markovnikov-type selectivity. Reaction rates exhibit first-order dependence on [Ln 3+] and [substrate].

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Efficient intramolecular hydroalkoxylation/cyclization of unactivated alkenols mediated by lanthanide triflate ionic liquids

Abstract

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