A novel migratory dynamic kinetic resolution based on the interplay between an enzyme acylation catalyst and a heterogeneous Bronsted acid as an isomerization/racemization catalyst gives rise to carbocyclic allylic esters with excellent stereoselectivity from readily available tertiary carbinols. An easy-to-use teabag setup combining resin-bound catalysts, a biphasic isooctanewater solvent system, and a highly lipophilic acyl donor efficiently suppresses side reactions and allows for the preparation of functionalized carbocyclic building blocks in high yields and optical purity.
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Univ St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9ST, Fife, ScotlandUniv St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9ST, Fife, Scotland
Fernandez-Salas, Jose A.
Manzini, Simone
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Univ St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9ST, Fife, ScotlandUniv St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9ST, Fife, Scotland
Manzini, Simone
Nolan, Steven P.
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Univ St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9ST, Fife, Scotland
King Saud Univ, Dept Chem, Coll Sci, Riyadh 11451, Saudi ArabiaUniv St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9ST, Fife, Scotland