alpha-Keto amides 10a,b, formed from reaction of pyruvic or benzoylformic acid with allyl amine are found to present as single rotameric forms whilst their tertiary amido analogues 10c, d present as two rotamers in solution at rt. The hydroxyimino derivatives 8 share the conformational characteristics of their parents. The geometrical make-up of the new alpha-amidooximes is seen to depend on th...

New compounds with carbohydrate-similar structure (carbohydrate mimetics) are presented in this article. Starting from enantiopure nitrones and lithiated TMSE-allene we prepared three 1,2-oxazine derivatives which underwent a highly stereoselective Lewis acid-induced rearrangement to give bicyclic products in good yield. Subsequent reductive transformations delivered a library of new poly(hydro...

n-oxidation of 1,4-dihydro-2,6-dimethyl-1- phenyliminopyridine (7) with several peracids was attempted. the main compound obtained was l-phenyl- 2,6-dimethyl-4-pyridone (8), instead of the expected n-oxide (2). the reaction of phenylhydroxylamine with dimthylrnethoxypyroxonium perchlorate, however, successfully gave the n-oxide (3), which belongs to a class of nitrones in which the diazomethine...

Abstract We described a copper(II)‐catalyzed [3+2] cycloaddition of N ‐aryl‐α,β‐unsaturated nitrones with disubstituted allenoates bifurcated to prepare various [1,3]oxazino[3,2‐a]indolines and dihydropyrido[1,2‐a]indolines in moderate excellent yields. Mechanistic studies revealed that [1,3]oxazino[3,2‐a]indoline was kinetically favored product dihydropyrido[1,2‐a]indoline thermodynamically pr...

Epimerization of C5 of an N-hydroxypyrrolidine ring by regioselective oxidation to a nitrone followed by diastereoselective reduction provides a new approach to the synthesis of swainsonine and related compounds. The only protection in the synthesis of the potent mannosidase inhibitor DIM (1,4-dideoxy-1,4-imino-d-mannitol) was the acetonation of d-mannose.

We report a draft genome sequence of Streptomyces fradiae olg1-1, a mutant strain derived from the model object S. fradiae ATCC 19609, which is resistant to nitrone-oligomycin and has a mutation in the DNA-binding domain of a transcriptional regulator PadR.

An umpolung approach toward nitrone construction utilizing a phosphine-mediated addition of 1,2-dicarbonyls to nitroso compounds is reported. The reaction exhibits a high degree of chemoselectivity and provides direct access to isoxazolidines, imines, and trisubstituted alkenes.