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DOI: 10.1055/s-2004-822406
A New and Efficient Epoxide Ring Opening via Poor Nucleophiles: Indole, p-Nitroaniline, Borane and O-Trimethylsilylhydroxylamine in Lithium Perchlorate
Publikationsverlauf
Publikationsdatum:
16. Juni 2004 (online)
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Abstract
Highly regioselective ring opening of 2,3-dimethyloxirane, 2-epoxyphenylether and allyl(2-epoxymethyl) ether are observed through reactions with poor nucleophiles such as indole, borane, O-trimethylsilylhydroxylamine, p-nitroaniline and sterically hindered tert-butylamine in the presence of 5.0 M lithium perchlorate-Et2O solution. These reactions are fast, convenient, with rather high yields and are carried out at ambient temperatures.
Key words
lithium perchlorate - epoxide - β-amino alcohols
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