title: Iterative Coupling of Two Different Enones by Nitromethane Using Bifunctional Thiourea Organocatalysts. Stereocontrolled Assembly of Cyclic and Acyclic Structures.
abstract: An organocatalytic iterative assembly line has been developed in which nitromethane was sequentially coupled with two different enones using a combination of pseudoenantiomeric cinchona-based thiourea catalysts. Application of unsaturated aldehydes and ketones in the second step of the iterative sequence allows the construction of cyclic syn-ketols and acyclic compounds with multiple contiguous stereocenters. The combination of the multifunctional substrates and ambident electrophiles rendered some organocatalytic transformations possible that have not yet been realized in bifunctional noncovalent organocatalysis.
authors: Institute of Organic Chemistry, Research Centre for Natural Sciences, HAS , P.O. Box 286, Budapest, H-1519, Hungary.
authors: Szilárd
authors: S
authors: Varga
authors: Institute of Organic Chemistry, Research Centre for Natural Sciences, HAS , P.O. Box 286, Budapest, H-1519, Hungary.
authors: Gergely
authors: G
authors: Jakab
authors: Institute of Chemistry, Department of Inorganic Chemistry, L. Eötvös University , Pázmány Péter sétány 1/A, Budapest H-1117, Hungary.
authors: Antal
authors: A
authors: Csámpai
authors: Institute of Organic Chemistry, Research Centre for Natural Sciences, HAS , P.O. Box 286, Budapest, H-1519, Hungary.
authors: Tibor
authors: T
authors: Soós