72619-18-2Relevant academic research and scientific papers
Olivanic Acid Analogues. Part 1. Total Synthesis of the 7-Oxo-1-azabicyclohept-2-ene-2-carboxylate System and Some Related β-Lactams
Bateson, John H.,Baxter, Andrew J. G.,Roberts, Patricia M.,Smale, Terence C.,Southgate, Robert
, p. 3242 - 3249 (2007/10/02)
4-Allylazetidin-2-one, prepared from penta-1,4-diene and chlorosulphonyl isocyanate, has been used to synthesise the parent 7-oxo-1-azabicyclohept-2-ene-2-carboxylate system of the naturally occurring olivanic acids, using an intramolecular Wittig reaction to construct the 2,3-double bond.Cyclisation of ketones derived from the 4-allyl grouping produced 3-substituted derivatives, while use of the azetidin-2-one prepared from hexa-1,5-diene and chlorosulphonyl isocyanate has given the homologous 8-oxo-1-azabicyclooct-2-ene system.
