Exploring endoperoxides as a new entry for the synthesis of branched azasugars
نویسندگان
چکیده
A new class of nitrogen-containing endoperoxides were synthesised by a photochemical [4 + 2]-cycloaddition between a diene and singlet oxygen. The endoperoxides were dihydroxylated and protected to provide a series of endoperoxide building blocks for organic synthesis, with potential use as precursors for the synthesis of branched azasugars. Preliminary exploration of the chemistry of these building blocks provided access to a variety of derivatives including tetrahydrofurans, epoxides and protected amino-tetraols.
منابع مشابه
Synthesis and biological activity of bi/tricyclic azasugars fused thiazolidin-4-one and thiazinan-4-one by microwave-assisted tandem Staudinger/aza-Wittig/cyclization.
A convenient synthesis of novel bi/tricyclic azasugars fused thiazolidin-4-one and thiazinan-4-one by the one-pot tandem Staudinger/aza-Wittig/cyclization reaction under microwave radiation was demonstrated. The reactions were carried out with the azidosugar 1 and mercaptan acids via a key intermediate Schiff base and stereoselectively afforded the titled bi/tricyclic azasugars in good yield. A...
متن کاملTannic acid: A Green Catalyst for the Eco-friendly Synthesis of 2,3-dihydroquinazolin-4(1H)-ones under Solvent Free Conditions
A new, facile, cost effective, and eco-friendly protocol is reported for the synthesis of 2,3-dihydroquinazoline-4-(1H)-ones exploring tannic acid as a novel, inexpensive, andbiodegradable catalyst. A variety of dihydroquinazolins were prepared from aromatic aldehydesand anthranilamide using catalytic amount of tannic acid under solvent free conditions.Operational simplicity, high yield, and hi...
متن کاملAza-Claisen rearrangement of 2-C-hydroxymethyl glycals as a versatile strategy towards synthesis of isofagomine and related biologically important azasugars.
Synthesis of isofagomine has been achieved by implementation of aza-Claisen rearrangement of 2-C-hydroxymethyl glycals as a key step. The above rearrangement has also been utilized in the synthesis of biologically important polyhydroxylated piperidine frameworks such as isogalactofagomine, ent-isogalactofagomine and their analogues and some other azasugars as glycosidase inhibitors.
متن کاملExploring the Educational Status of the Art of Film to achieve consciousness as a Requirement for Education
This study is to examine the educational status of the art of film as to describe the ways of achieving the concept of consciousness as the requirement for education. Findings show that through exploring a film, as to come up with consciousness, it is possible to have inductions and deductions from a film and its audience. With this presumption that a film is similar to a content of the textboo...
متن کاملFabrication of Organic Solar Cells with Branched Cauliflower-Like Nano Structures as a Back Electrode Replicated from a Natural Template of Cicada Wing Patterns
Nanostructures of noble metal materials have been used in organic solar cells for enhancement of performance and light trapping. In this study, we have introduced branched silver cauliflower-like nanopatterns as sub-wavelength structured metal grating in organic solar cells. Self-assembled fabrication process of branched nanopatterns was carried out on a bio-template of cicada wing nanonipple a...
متن کامل