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Updated: Jul 3, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Highly Enantioselective Dihydroxylation of 1,1-Disubstituted Aliphatic Alkenes Enabled by Orchestrated Noncovalent
Xinrou Lv1, Chao Liu1, Yu Chen1
1Department of Chemistry and Shenzhen Grubbs Institute, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China.
Abstract:
The elusive nature of noncovalent π-interactions leads to their infrequent use as a design element in challenging chemical reactions. Stereocontrolling models based on coordinated noncovalent π-interactions were used for the asymmetric dihydroxylation of 1,1-disubstituted aliphatic alkenes. By introduction of a substituted phthalazine ring into the alkene substrates, the enantioselectivity reached 99% under the catalysis of bis-cinchona alkaloid ligands. Density functional theory calculations indicated a well-orchestrated, π-π interaction-directed "sandwich-like" transition state.
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