Migratory Dynamic Kinetic Resolution of Carbocyclic Allylic Alcohols
2014 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, no 22, 5952-5955 p.Article in journal (Refereed) Published
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.
Place, publisher, year, edition, pages
2014. Vol. 16, no 22, 5952-5955 p.
IdentifiersURN: urn:nbn:se:su:diva-121784DOI: 10.1021/ol502979gISI: 000345470000033OAI: oai:DiVA.org:su-121784DiVA: diva2:861407
FunderGerman Research Foundation (DFG), DE1599/4-1Swedish Research CouncilKnut and Alice Wallenberg Foundation