1393535-41-5Relevant academic research and scientific papers
Convenient strategy for the synthesis of highly functionalizable hydroxylated unsaturated azepanes
Goumain, Sophie,Taghzouti, Hanaa,Portella, Charles,Behr, Jean-Bernard,Plantier-Royon, Richard
, p. 4440 - 4443 (2012)
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.
