Diels-Alder exo selectivity in terminal-substituted dienes and dienophiles: experimental discoveries and computational explanations.
The Diels-Alder reactions of a series of silyloxydienes and silylated dienes with acyclic alpha,beta-unsaturated ketones and N-acyloxazolidinones have been investigated. The endo/exo stereochemical outcome is strongly influenced by the substitution pattern of the reactants. High exo selectivity was...
Main Authors: | Lam, Y, Cheong, P, Blasco Mata, J, Stanway, S, Gouverneur, V, Houk, K |
---|---|
Format: | Journal article |
Language: | English |
Published: |
2009
|
Similar Items
-
Boron and Silicon-Substituted 1,3-Dienes and Dienophiles and Their Use in Diels-Alder Reactions
by: Mark E. Welker
Published: (2020-08-01) -
Study of Diels–Alder Reactions of Purpurogallin Tetraacetate with Various Dienophiles
by: Salima Dib, et al.
Published: (2021-11-01) -
Control of the exo and endo pathways of the Diels-Alder reaction by antibody catalysis.
by: Gouverneur, V, et al.
Published: (1993) -
Synthesis of (E)-4-methylhexa-3,5-dien-1-ol and its Diels-Alder reaction with thioester dienophiles: a short enantioselective synthesis of bicyclic lactones
by: Syntrivanis, L, et al.
Published: (2017) -
Hyperconjugative Antiaromaticity Activates 4 H -Pyrazoles as Inverse-Electron-Demand Diels–Alder Dienes
by: Levandowski, Brian, et al.
Published: (2020)