title: Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes.
abstract: Highly enantioselective (formal) hetero-Diels-Alder reactions between chalcones and formylcyclopropanes are disclosed. The challenging N-heterocyclic carbene (NHC)-bounded enolate intermediates from formylcyclopropanes were captured for new C-C bond forming reactions. The reaction products were obtained with high diastereo- and enantioselectivities and could be easily transformed to optically pure multisubstituted cyclohexane derivatives.
authors: Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
authors: Hui
authors: H
authors: Lv
authors: Junming
authors: J
authors: Mo
authors: Xinqiang
authors: X
authors: Fang
authors: Yonggui Robin
authors: YR
authors: Chi
mesh_terms: D002384:Catalysis; D047188:Chalcones / Q000737:chemistry*; D003510:Cyclohexanes / Q000737:chemistry; D003521:Cyclopropanes / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D047188:Chalcones; D003510:Cyclohexanes; D003521:Cyclopropanes; D006571:Heterocyclic Compounds; C030011:carbene; C506365:Cyclohexane; C030797:cyclopropane; D008697:Methane