1276114-83-0Relevant articles and documents
Synthesis of the core ring system of the yuzurimine-type daphniphyllum alkaloids by cascade condensation, cyclization, cycloaddition chemistry
Coldham, Iain,Watson, Luke,Adams, Harry,Martin, Nathaniel G.
, p. 2360 - 2366 (2011/05/30)
Addition of hydroxylamine to substituted 4-chlorobutanals gives intermediate nitrones that undergo tandem cyclization and then intramolecular dipolar cycloaddition to give the core ring system of the yuzurimine-type natural products. Ring-opening of the isoxazolidines gives amino alcohols that can be converted to 1,3-oxazines, representing the tetracyclic core of alkaloids such as daphcalycic acid and daphcalycine.