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1 hour ago · The synthesis of (–)-cepharatine A (38) was explored using 96, employing a cascade reaction that involved a retro aza-Michael reaction and subsequent hemiaminal formation (Scheme 10.20). Despite examining a various reaction conditions involving both acids and bases, the desired 38 was not produced.
The original reaction uses a combination of aqueous bases to generate the trihalogenated leaving group, but subsequent competition of hydroxide ions from this mixture with the intended nucleophile ...
5 days ago · A novel three-component coupling reaction of ethynylbenziodoxolones (EBXs) with CO2 and amines has been achieved via silver catalysis, thereby providing an efficient method for the construction of a range of structurally diverse and valuable O-β-oxoalkyl carbamates. The transformation proceeds under mild reaction conditions and exhibits a wide substrate scope and good functional group ...
5 days ago · Synthesis of bicyclic scaffolds has gained significant attention in drug discovery due to their potential to mimic benzene bioisosteres. Here, we present a mild and scalable Sc(OTf)3-catalyzed [3+2] cycloaddition of bicyclo[1.1.0]butanes (BCBs) with ynamides, yielding a diverse array of polysubstituted 2-amino-bicyclo[2.1.1]hexenes in good to ...
2 days ago · Vanillin is one of the world’s most important flavor and fragrance compounds used in foods and cosmetics. In plants, vanillin is biosynthesized from ferulic acid by the hydratase/lyase-type enzyme VpVAN. Laboratory biosynthesis of vanillin from plant-derived VpVAN yields very small amounts. The demand for natural vanilla extract remains high ...
4 days ago · The key reaction for the synthesis of these compounds was the Sonogashira reaction using halogen scaffolds. The new transformation methods include (1) selective bromination of the 5-position of the binaphthyl skeleton and (2) bromination of the 6-position and then iodination of the 4-position, followed by the Sonogashira reaction of iodine at ...
4 days ago · This reaction is the first example of an efficient S–N bond formation reaction utilizing a low-toxicity pentavalent organobismuth reagent under mild reaction conditions. The reaction will likely be applied to develop bioactive compounds with medicinal value or compounds with industrial utility.