The aza payne rearrangement may be effected in either the forward epoxide to aziridine or reverse aziridine to epoxide direction depending on the conditions employed.
Vinyl epoxide rearrangement.
Alewis acid catalyzed rearrangement of vinyl epoxide 11 should give rise to the b g unsaturated enone of 1 through intramolecular 1 2 hydride shift in as uprafacial fashion.
Vinyl epoxides can be rearranged in a similar 2 3 fashion via oxonium ylides.
This method uses low catalyst loadings 0 5 5.
Regioisomeric vinyl oxiranes can be converted to a single dihydrofuran product using these conditions.
Tetrahedron letters 2016 57 40 4477 4479.
A novel copper catalyzed vinyl oxirane ring expansion protocol has been developed.
Rearrangements of acyl carbenes 1.
Electron poor aziridines undergo the reverse rearrangement in the presence of hydride base 13 while the corresponding epoxy amines undergo the forward rearrangement in.
The practical stereocontrolled synthesis of vicinal halohydrins and haloamines from vinyl epoxides and vinyl aziridines.
The aromatic claisen rearrangement is accompanied by a rearomatization.
The nazarov cyclization reaction often referred to as simply the nazarov cyclization is a chemical reaction used in organic chemistry for the synthesis of cyclopentenones the reaction is typically divided into classical and modern variants depending on the reagents and substrates employed.
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The rearrangement of acyl nitrenes to isocyanates that is the crux of the hofmann curtius and lossen rearrangements is paralleled by the rearrangement of acyl carbenes to ketenes a transformation called the wolff rearrangement this rearrangement is a critical step in the arndt eistert procedure for elongating a carboxylic acid.
Paréc a département de chimie et biochimie université de moncton moncton nb e1a 3ea canada b instituto de quimica unam 04510 mexico df mexico.
The aliphatic claisen rearrangement is a 3 3 sigmatropic rearrangement in which an allyl vinyl ether is converted thermally to an unsaturated carbonyl compound.
353 354 an oxonium ylide is produced on the attack by the metal carbenoid obtained from the decomposition of a diazo compound equation 94.
A wide range of vinyl oxiranes can be rearranged to 2 5 dihydrofurans in excellent yields in the presence of electrophilic copper ii acetylacetonate catalysts.
287 similar chemistry was.
Spectroscopy 19 2005 171 180 171 ios press brief communication on the mechanism of a new dihalocyclopropane dihalomethyl vinyl rearrangement c k.
