112563-52-7Relevant articles and documents
Olivanic Acid Analogues. Part 9. Allylic Oxidative Functionalisation of Substituted Azetidinones: Synthesis of Some 4-Acyloxy-7-oxo-1-azabicyclohept-2-ene-2-carboxylates
Bateson, John H.,Robins, Alison M.,Southgate, Robert
, p. 2399 - 2405 (2007/10/02)
Sharpless oxidation (ButO2H), SeO2) of the protected allyl azetidinone 7 gave the allylic alcohol 8 which was transformed to the 5,6-trans-4α-acetoxyolivanic acid derivative 16.Kharasch-Sosnovsky benzoyloxylation (PhCO3But, CuCl, PhH, heat) of the silylated 7-azabicyclooct-3-enes 17b,c provided inter alia allylic benzoates 18b,c and 21b,c.These were synthetic precursors of the 5,6-cis-olivanic acid analogues 23 and 26, which contain 8- and 4α-benzoyloxy groups, respectively.