Photochemical [2 + 2] Cycloaddition of Acetylene to Chiral 2(5<i>H</i>)-Furanones
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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 C2-symmetric bis(lactone) as the substrate, a diastereomeric excess higher than 98% was found.
创建时间:
2016-08-19



