4950-01-0Relevant articles and documents
IMPROVED AMINOHYDROXYLATION OF ALKENES
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Page/Page column 74-75, (2012/01/06)
The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.
Investigating the reaction of N-carbobenzoxy-O-carbobenzoxy-hydroxylamine with dimethyl sulfoxide: Formation of S,S-dimethyl-N-[(phenylmethoxy)-carbonyl] sulfoximine
Darbeau, Ron W.,Alvarez, Noe T.,Trahan, Gregory A.,Fronczeki, Frank R.
, p. 9599 - 9602 (2007/10/03)
N-Carbobenzoxy-O-carbobenzoxyhydroxylamine (1a) underwent a thermally induced reaction in DMSO in which there is net N-α-eliminative oxidation with tandem oxidative incorporation of DMSO to yield S,S-dimethyl-N-[(phenyl- methoxy)carbonyl]sulfoximine. Mech
Highly efficient Friedel-Crafts-type benzylation via benzyl cations generated in multiple spacer-molecule separated ion-pairs
Darbeau, Ron W.,Trahan, Gregory A.,Siso, Luis M.
, p. 695 - 700 (2007/10/03)
Deamination, as a facile route to highly reactive carbocations, is of interest to several areas of organic chemistry, industry, and medicine. The reactivity and utility of these carbocations derives from the presence of a lone nitrogenous entity (N2or N2O) interposed between the ion-pair. We report here the synthesis of a new deamination precursor whose nitrosation and subsequent decomposition constitutes a novel deamination method. In this novel approach, multiple spacer-molecules are generated in the inter-ion space. The resultant cations are exceedingly reactive but are longer-lived than carbocations derived from standard deaminations. The result is nearly quantitative yields of solvent-derived products from even poorly nucleophilic solvents such as benzene, toluene, and mesitylene.
A survey of suitable protecting groups for the synthesis of hydroxylamines by Mitsunobu reactions
Knight, David W.,Leese, Mathew P.
, p. 2593 - 2595 (2007/10/03)
A variety of protecting groups, commonly associated with peptide synthesis, are suitable for the N,O-protection of hydroxylamine; the resulting reagents are all suitable for N-alkylhydroxylamine synthesis using the Mitsunobu method.
Antibacterial agents
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, (2008/06/13)
Compounds of the formula (II): STR1 wherein A is a group such that CO2 A is carboxylic acid, a non-toxic salt thereof or non-toxic ester thereof; R1 is COR4 or OR5 wherein R4 is lower alkyl, lower alk