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Convenient strategy for the synthesis of highly functionalizable hydroxylated unsaturated azepanes
- Source :
-
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry . Aug2012, Vol. 53 Issue 33, p4440-4443. 4p. - Publication Year :
- 2012
-
Abstract
- Abstract: A convenient approach to the construction of dihydroxylated unsaturated azepanes featuring a functional group (ethoxycarbonyl)methyl or (cyano)methyl at C-2 was achieved from a pent-4-enal synthon obtained in four steps from d-xylose. The key step of the sequence relied on the conjugate addition of allylamine to α,β-unsaturated ester or nitrile, prepared by Wadsworth–Emmons olefination. Subsequent RCM afforded the target unsaturated azepanes. [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 00404039
- Volume :
- 53
- Issue :
- 33
- Database :
- Academic Search Index
- Journal :
- Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 78036678
- Full Text :
- https://doi.org/10.1016/j.tetlet.2012.06.053