Efficient and Highly Enantioselective Aerobic Oxidation–Michael–Carbocyclization Cascade Transformations by Integrated Pd(0)-CPG Nanoparticle/Chiral Amine Relay Catalysis

Autor:	Lorenza Ghisu, Renyun Zhang, Oscar Córdova, Armando Córdova, Luca Deiana, Samson Afewerki
Rok vydání:	2014
Předmět:	Allylic rearrangement Cascade Chemistry Organic Chemistry Enantioselective synthesis Nanoparticle Organic chemistry Homogeneous catalysis Chiral amine Catalysis Stereocenter
Zdroj:	Synthesis. 46:1303-1310
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0033-1340883
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::73415a1db8b11a0be846a1a4e5374d7b https://doi.org/10.1055/s-0033-1340883 Zobrazit plný text záznamu