The synthesis of acetals in acidic natural deep eutectic solvents (NADES), in which the solvent itself participates in the catalytic promotion of the reaction, is reported herein. The reaction is performed under feasible conditions, open air, without the need of external additives, catalysts or water‐removing techniques, and it is wide in scope. The products are easily recovered, and the reaction medium is fully recycled and reused without weakening of its catalytic activity after 10 times. Remarkably, the entire process has been realized on gram scale.
A mild and efficient
telescoped procedure for the stereoselective
alkenylation of simple, non-activated amides using LiCH2SiMe3 and carbonyl compounds as surrogates of alkenyllithium
reagents is reported. Our methodology relies on the formation of stable
tetrahedral intermediates, which, upon collapse into highly reactive
lithium enolates in a solvent-dependent fashion, allows for the assembly
of α,β-unsaturated ketones in a single synthetic operation
with high stereoselectivity.
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