Article ID Journal Published Year Pages File Type
5264928 Tetrahedron Letters 2012 4 Pages PDF
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.
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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