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Updated: Sep 27, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Photochemical [2 + 2] cycloaddition of acetylene to chiral 2(5H)-furanones
Ramon Alibés1, Pedro de March, Marta Figueredo
1Departament de Química, Universitat Autònoma de Barcelona, 08193 Bellaterra, Spain.
Abstract:
The [2 + 2] photocycloaddition of acetylene to chiral 2(5H)-furanones was investigated. The influence on the chemical yield and facial diastereoselectivity of the substituent at the stereogenic center and also the effect of a 4-methyl group were evaluated. A mechanistic proposal based on a simple theoretical conformational analysis is presented. Using a C(2)-symmetric bis(lactone) as the substrate, a diastereomeric excess higher than 98% was found.
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