Ring opening alkylation of cyclic ethers with α-halogenoalkyllithiums in the presence of boron trifluoride–diethyl ether
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 20,p. 2353-2354
- https://doi.org/10.1039/c39940002353
Abstract
It is demonstrated for the first time that α-halogenoalkyllithium reagents can be utilized for ring opening alkylation of various oxiranes, oxtane and oxolane (THF) in the presence of boron trifluoride–diethyl ether at low temperatures.Keywords
This publication has 9 references indexed in Scilit:
- Mechanism and synthetic utility of boron trifluoride etherate-promoted organolithium additionsJournal of the American Chemical Society, 1984
- Lithium halocarbenoids — carbanions of high synthetic versatilityPublished by Springer Nature ,1982
- A New, Easy Route to 1-Alkynes and Disubstituted Alkynes by a 1-Carbon Atom Chain Elongation of BromoalkanesSynthesis, 1979
- Practical synthesis of polyhalomethyllithium carbonyl adductsJournal of the American Chemical Society, 1974
- Preparation and oxidation of .alpha.-hydroxyaldehydesThe Journal of Organic Chemistry, 1972
- α-Chlorepoxyde, α-chloraldehyde und α-hydroxyaldehyde aus carbonylverbindungen und dichlormethyllithiumTetrahedron Letters, 1969
- Das carbenoide Verhalten von TrichlormethyllithiumEuropean Journal of Inorganic Chemistry, 1966
- Stabilität und Reaktivität von DichlormethyllithiumEuropean Journal of Inorganic Chemistry, 1966
- Zur Synthese von Halogenolefinen durch Wittig‐Reaktion und mittels DichlormethyllithiumEuropean Journal of Inorganic Chemistry, 1966