Title of article
Ring opening reactions of quinoline substituted epoxides
Author/Authors
Boa، نويسنده , , Andrew N. and Clark، نويسنده , , Stephen and Hirst، نويسنده , , Paul R. and Westwood، نويسنده , , Robert، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
4
From page
9299
To page
9302
Abstract
6-Oxiranyl- and 3-oxiranyl-2-phenylquinoline-4-carboxylic acid diisopropylamides react with secondary amines and lithium amides to give (aminohydroxyethyl)quinolines but with opposite regioselectivities. Upon epoxidation of 3-formylquinoline 2 a ∼5:1 mixture of atropisomers is formed. This ratio is maintained upon epoxide ring-opening with amines in ethanol at reflux, but with lithium amides at room temperature a 1.3:1 ratio of isomers is obtained.
Keywords
amino alcohol , epoxide , Atropisomers , regioselective
Journal title
Tetrahedron Letters
Serial Year
2003
Journal title
Tetrahedron Letters
Record number
1656085
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