Related Experiment Video
Updated: Apr 20, 2026

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Water freezing as a regiocontrol element in the multicomponent assembly of cyclic enones
Raquel De la Campa1, Josefa Flórez
1Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, Julián Clavería 8, 33006 Oviedo, Asturias (Spain), Fax: (+34) 985-103446.
Abstract:
Regioselective synthesis of dialkoxy 2-cyclopentenones and 2-cyclohexenones with novel substitution patterns has been accomplished by the one-pot combination of three simple starting materials (chromium carbene complex, Weinreb acetamide lithium enolate and 1-alkoxyallenyllithium) under either anhydrous conditions or water-promoted solidification of the reaction mixture. These results revealed an unprecedented water-freezing effect that plays a key role to completely reverse the regioselectivity of the intramolecular carbometalation of an allene moiety.
More Related Videos
06:44From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
06:31Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
Published on: November 27, 2015
Related Concept Videos
Regioselective Formation of Enolates
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Dehydration of Aldols to Enones: Acid-Catalyzed Aldol Condensation
Formation of Halohydrin from Alkenes
Thermal and Photochemical Electrocyclic Reactions: Overview
Reactivity of Enols