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Cyclic sulfur ylides derived from Gleason-type chiral auxiliaries for the asymmetric synthesis of epoxy amides.
TLDR
Gleason-type chiral auxiliaries were used for the synthesis of a novel class of sulfonium salts, obtained via methylation of the sulfide with Meerwein's salt, which were reduced to their corresponding epoxy alcohols in excellent enantiomeric excesses.
Exploring the chemistry of epoxy amides for the synthesis of the 2''-epi-diazepanone core of liposidomycins and caprazamycins.
TLDR
Two different strategies were shown to be efficient in constructing the diazepanone ring system: a reductive amination of an epoxy aldehyde with N-methylamine with subsequent intramolecular oxirane ring opening and a carbene insertion reaction of an acyclic diazoamine precursor.
A highly stereoselective synthesis of glycidic amides based on a new class of chiral sulfonium salts: applications in asymmetric synthesis.
TLDR
A new type of chiral sulfonium salts that are characterized by a bicyclic system has been designed and synthesized from α-amino acids and were reduced into their corresponding epoxy alcohols and subjected to oxirane-ring-opening reactions with different types of nucleophiles.
Epi-, epoxy-, and C2-modified bengamides: synthesis and biological evaluation.
TLDR
Biological evaluation of all of these bengamide E analogues demonstrated that the polyketide chain is essential for the antitumor activity of these natural products, not being amenable to structural or configurational modifications.
Exploring the Reactivity of Chiral Glycidic Amides for Their Applications in Synthesis of Bioactive Compounds
A new class of chiral sulfonium salts, derived from L- and D-methionine, has been designed and successfully employed in our laboratories for the diastereoselective synthesis of glycidic amides. The
Exploring the Reactivity of Chiral Glycidic Amides for Their Applications in Synthesis of Bioactive Compounds.
The opening of the oxirane ring in chiral glycidyl amides with a variety of nucleophiles is studied.