78602-13-8Relevant academic research and scientific papers
Chemistry of Four-Membered Cyclic Nitrones. 4. Reaction with Electrophilic Reagents and Conversion into β-Lactam Derivatives
Pennings, Marcel L. M.,Reinhoudt, David N.,Harkema, Sybolt,van Hummel, Gerrit J.
, p. 486 - 491 (2007/10/02)
The conversion of the four-membered cyclic nitrone 1a into a β-lactam has been investigated by using several electrophilic reagents.With methanesulfonyl chloride or with acetic acid, 1a reacts to give the oxime 2.In acetic acid this oxime undergoes cycliz
OXIDATION OF N-HYDROXYAZETIDINES: A NOVEL SYNTHESIS OF N-ACETOXY β-LACTAMS AND FOUR-MEMBERED CYCLIC NITRONES
Pennings, M. L. M.,Reinhoudt, D. N.
, p. 1003 - 1006 (2007/10/02)
The N-hydroxyazetidines 2 and 3 are prepared starting from 2,3-dihydroazete 1-oxides (1a and 1b) by reduction with sodium borohydride and by reaction with a nucleophile, respectively.The N-hydroxyazetidines 2 and 3 can be oxidized with mercury(II)oxide to
CHEMISTRY OF 4-MEMBERED CYCLIC NITRONES (2,3-DIHYDROAZETE 1-OXIDES); A NOVEL ONE-STEP SYNTHESIS OF N-ACETOXY β-LACTAMS
Pennings, M. L. M.,Reinhoudt, D. N.
, p. 1153 - 1156 (2007/10/02)
2,3-Dihydroazete 1-oxide 1 reacts at room temperature with base, acid and lead tetraacetate to give the 5-hydroxyisoxazolidines 4a and 4b, the 6H-1,2-oxazin-6-one 7 and the N-acetoxy β-lactam 8, respectively; the reaction with lead tetraacetate represents
