Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5229460 | Tetrahedron | 2008 | 8 Pages |
Abstract
A conceptually novel route to 1,5-methano-3-benzazocines based on an intramolecular Buchwald-Hartwig arylation was developed. The reaction required the use of the zinc enolate of the piperidinone substrates. These substrates, piperidin-2-ones with a 2-bromobenzyl substituent in the 5-position were prepared by reductive amination of 4-formyl esters. The latter could be obtained via Michael addition of enamines, derived from 3-arylpropanals, to ethyl acrylate.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Gedu Satyanarayana, Martin E. Maier,