Advanced Synthesis & Catalysis
The study introduces a method for achieving a selective synthesis of β-glycosyl esters through the reaction of glycals with carboxylic acids. This process is characterized by stereoselectivity, operating under mild reaction conditions and in an open-air environment mediated by an aldehyde. Detailed investigations and control experiments indicate the...
Whilst catalytic ketone allylation using palladium(0) is well–precedented, nickel(0)-catalysed equivalents of such reactions remain scarce. We report here the first nickel-catalysed allylation of ketones which uses an easily handled and inexpensive bench-stable Ni(II) pre-catalyst. This method avoids generation of stoichiometric by-products via the...
A domino sequence consisting of a rhodium-catalyzed Doyle-Kirmse rearrangement followed by a Claisen-thioimidate rearrangement has been developed. This type of thio-Claisen rearrangement represents the first example reported in the homoallenylsulfenyl series. The sequence involves 2-propargylsulfenyl benzazoles and diazoesters, affording N-butadienyl...
The spiroketal moiety is an important substructure within many biological natural products. One method to access them is via the oxidative cyclisation of a pendant hydroxyl group on to a pre-formed pyran. However applications of this methodology have been severely limited by requiring the use of toxic and powerful oxidants, such as lead (IV) tetraacetate...
This study presents a strategy for the electrochemical deuteroalkylthiolation of heteroarenes, using Bunte salt as a deuterium-alkylthio source. This reaction occurs in an undivided cell without the need for catalysts, oxidants, or electrolytes, yielding a variety of deuteroalkylthiolated heteroarenes.
Reported herein is a method for the construction of azepino[1,2-a]indoles via an intramolecular aldehyde–alkyne metathesis of 1-(5-aryl-4-pentynyl)indole-2-carbaldehydes. This Sc(OTf)3-catalyzed reaction has several remarkable features, such as ready accessibility of the starting materials, broad substrate scope, operational simplicity, and high yields....
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