Construction of complex molecular skeletons in a simple and concise manner with desired selectivity is a
continuous enterprise in modern organic synthesis. The principle of vinylogy instructed by Fuson in 1935
allows installation of useful functionalities, and hence complexity, in a molecule even at a distant position.1 A
major challenge associated with this powerful strategy is to control of regioselectivity as vinylogous
nucleophiles often possess more than two reactive nucleophilic sites.1,2 Also, generation of such nucleophiles
needs a judicious reaction condition. Factors, such as structure of substrate, choice of catalyst, solvent,
temperature, and reaction time play critical roles for this purpose.2,3 Over decades, many powerful vinylogous
reactions have been introduced and successfully adopted in the total synthesis of valuable natural products.2,3 In
this presentation, development of such processes involving reactions of silyl dienol ethers, dienamines,
silyloxyfurans, silyloxypyrroles, ϒ-butyrolactones, ϒ-butyrolactams, and α,α-dicyanoolefines will be presented
along with the research proposal.
Scheme: Diverse functionalizations at a distal position via vinylogous reactions.
References:
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