Related Experiment Video
Updated: Feb 8, 2026
Aerosol-assisted Chemical Vapor Deposition of Metal Oxide Structures: Zinc Oxide Rods
Published on: September 14, 2017
Cyclopropanation by Gold- or Zinc-Catalyzed Retro-Buchner Reaction at Room Temperature
Mauro Mato1,2, Bart Herlé1, Antonio M Echavarren1,2
1Institute of Chemical Research of Catalonia (ICIQ) , Barcelona Institute of Science and Technology , Av. Països Catalans 16 , 43007 Tarragona , Spain.
Abstract:
Through the design of a second generation of more reactive 7-substituted 1,3,5-cycloheptatrienes, a room-temperature gold(I)-catalyzed retro-Buchner-cyclopropanation sequence and the first zinc(II)-catalyzed version of this process, which uses inexpensive ZnBr2 as catalyst, have been developed. This led to a broad-scope cyclopropanation of both activated and unactivated alkenes, including late-stage derivatization of biologically relevant compounds, and to the total synthesis of (±)-lactobacillic acid.
Related Concept Videos
00:57C–C Bond Cleavage: Retro-Aldol Reaction
In the first step, as depicted in Figure 1, the base deprotonates the β-hydroxy ketone at the hydroxyl group to form an alkoxide ion.
02:55Temperature Dependence on Reaction Rate
Atoms, molecules, or ions must collide before they can react with each other. Atoms must be close together to form chemical bonds. This premise is the basis for a theory that explains many observations regarding chemical kinetics, including factors affecting reaction rates.
The collision theory is based on the postulates that (i) the reaction rate is proportional to the rate of reactant collisions, (ii) the reacting species collide in an orientation allowing contact between...
01:08Base-Catalyzed Aldol Addition Reaction
01:15Acid-Catalyzed Aldol Addition Reaction
01:31Diels–Alder vs Retro-Diels–Alder Reaction: Thermodynamic Factors
02:28Effect of Temperature Change on Reaction Rate