Efficient and highly enantioselective aerobic oxidation-michael- carbocyclization cascade transformations by integrated Pd(0)-CPG nanoparticle/chiral amine relay catalysisShow others and affiliations
2014 (English)In: Synthesis (Stuttgart), ISSN 0039-7881, E-ISSN 1437-210X, Vol. 46, no 10, p. 1303-1310Article in journal (Refereed) Published
Abstract [en]
A series of highly diastereo- and enantioselective aerobic oxidation-Michael-carbocyclization cascade transformations by integrated heterogeneous Pd(0)-CPG nanoparticle/chiral amine relay catalysis are disclosed. The heterogeneous Pd(0)-CPG nanoparticle catalysts were efficient for both the sequential aerobic oxidation and dynamic kinetic asymmetric Michael- carbocyclization transformations, resulting in 1) oxidation of a variety of allylic alcohols to enals and 2) formation of cyclopentenes containing an all-carbon quaternary stereocenter in good to high yields with up to 20:1 dr and 99.5:0.5 er. © Georg Thieme Verlag Stuttgart.New York.
Place, publisher, year, edition, pages
2014. Vol. 46, no 10, p. 1303-1310
Keywords [en]
aerobic oxidations, asymmetric cocatalysis, integrated heterogeneous catalysis, integrated homogeneous catalysis, quaternary stereocenters, relay catalysis
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:miun:diva-22040DOI: 10.1055/s-0033-1340883ISI: 000336839600003Scopus ID: 2-s2.0-84900490413OAI: oai:DiVA.org:miun-22040DiVA, id: diva2:720701
Note
Language of Original Document: English
2014-06-022014-05-302025-09-25Bibliographically approved