Highly Enantioselective Control of Dynamic Cascade Transformations by Dual Catalysis: Asymmetric Synthesis of Polysubstituted Spirocyclic OxindolesVisa övriga samt affilieringar
2015 (Engelska)Ingår i: ACS Catalysis, E-ISSN 2155-5435, Vol. 5, nr 2, s. 1266-1272Artikel i tidskrift (Refereegranskat) Published
Abstract [en]
The highly enantioselective (up to >99.5:0.5 er) synthesis of polysubstituted spirocyclic oxindoles with four new contiguous stereocenters, including the spiro all-carbon quaternary center, is disclosed. It is accomplished by the highly stereoselective control of a dynamic conjugate/intramolecular allylic alkylation relay sequence based on the synergistic cooperation of metal and chiral amine catalysts in which the careful selection of organic Nand, metal complex, and chiral amine is essential. The intermolecular C-C bond-forming step occurred only when both the metal and chiral amine catalysts were present.
Ort, förlag, år, upplaga, sidor
2015. Vol. 5, nr 2, s. 1266-1272
Nyckelord [en]
all-carbon quaternary stereocenter, asymmetric cocatalysis, dynamic transformations, polysubstituted, spirocyclic oxindoles, α, β-unsaturated aldehydes
Nationell ämneskategori
Kemi
Identifikatorer
URN: urn:nbn:se:miun:diva-24590DOI: 10.1021/cs501975uISI: 000349275300086Scopus ID: 2-s2.0-84922713231OAI: oai:DiVA.org:miun-24590DiVA, id: diva2:795786
2015-03-172015-03-172025-09-25Bibliografiskt granskad