15-[(Z)-Phenylmethylidene]-7,14-dioxadispiro[5.1.5.2]pentadecanes: stereoselective one-pot assembly from cyclohexanones and phenylacetylene in a KOH/DMSO suspension
摘要:
Cyclohexanones react with phenylacetylene in a KOH/DMSO suspension (80 degrees C, 1 h) to give unexpectedly phenylmethylidene dispirocyclic ketals, 15-[(Z)-phenylmethylidene]-7,14-dioxadispiro[5.1.5.2]pentadecanes, in 16-22% yields (along with the anticipated beta,gamma- and alpha,beta-ethylenic ketones). (C) 2011 Elsevier Ltd. All rights reserved.
15-[(Z)-Phenylmethylidene]-7,14-dioxadispiro[5.1.5.2]pentadecanes: stereoselective one-pot assembly from cyclohexanones and phenylacetylene in a KOH/DMSO suspension
作者:Elena Yu Schmidt、Nadezhda V. Zorina、Elena V. Skitaltseva、Igor A. Ushakov、Albina I. Mikhaleva、Boris A. Trofimov
DOI:10.1016/j.tetlet.2011.05.056
日期:2011.7
Cyclohexanones react with phenylacetylene in a KOH/DMSO suspension (80 degrees C, 1 h) to give unexpectedly phenylmethylidene dispirocyclic ketals, 15-[(Z)-phenylmethylidene]-7,14-dioxadispiro[5.1.5.2]pentadecanes, in 16-22% yields (along with the anticipated beta,gamma- and alpha,beta-ethylenic ketones). (C) 2011 Elsevier Ltd. All rights reserved.