108908-89-0Relevant academic research and scientific papers
Fluoride Ion Mediated Peterson of Bis(trimethylsilyl)methylimines: a Novel Synthesis of 2-Aza-1,3-dienes and N-Vinyl-β-lactams
Lasarte, Juan,Palomo, Claudio,Picard, Jean P.,Dunogues, Jacques,Aizpurua, Jesus M.
, p. 72 - 74 (1989)
The formation of bis(trimethylsilyl)methylimines and their transformation into aza-1,3-dienes by means of a fluoride-induced catalytic Peterson alkenation is reported; when the procedure was applied to N--azetidin-2-ones, a wide range of N-vinyl derivatives were obtained in high yields.
Stereocontrolled Synthesis of N-Vinyl-, N-(1'-Propenyl)-, and N-Unsubstituted-β-lactams from 2-Aza-1,3-butadienes via the Staudinger Reaction
Georg, Gunda I.,He, Ping,Kant, Joydeep,Wu, Zhi-jun
, p. 5771 - 5778 (2007/10/02)
2-Aza-1,3-butadienes 2 and 5 were synthesized in good yields and on a large scale.Reaction of 2 and 5 with acid chlorides in the presence of triethylamine (Staudinger reaction) resulted in the high-yielding formation of N-vinyl- and N-(1'-propenyl)-β-lact
2-AZA-1,3-DIENES AS NOVEL PRECURSORS FOR THE SYNTHESIS OF N-UNSUBSTITUTED β-LACTAMS. A THREE STEP SYNTHESIS OF 4-ACETOXY-3-PHENOXY-2-AZETIDINONE
Georg, Gunda I.,Kant, Joydeep,He, Ping,Ly, Ana Maria,Lampe, Lynn
, p. 2409 - 2412 (2007/10/02)
2-Aza-1,3-dienes, prepared in excellent yields from aldehydes and readily available allylamine, were utilized to synthesize N-(1-propenyl)-β-lactams.Oxidative cleavage of the N-protecting group produced N-unsubstituted β-lactams. 4-Acetoxy-3-phenoxy-2-aze
NEW STEREOCHEMECAL OUTCOMES IN THE CYCLOADDITION OF ACID HALIDES OR EQUIVALENTS TO CINNAMYLIDENEAMINES: A CONCISE NEW APPROACH TO 4-ACETOXYAZETIDIN-2-ONES.
Aizpurua, J. M.,Cossio, F. P.,Lecea, B.,Palomo, C.
, p. 4359 - 4362 (2007/10/02)
The reaction between 2-methylcinnamylideneamines and acid halides or equivalents leads to the stereospecific formation of cis-β-lactams.A new three steps approach to 4-acetoxyazetidin-2-ones as building blocks of β-lactam antibiotics is also described
