Theoretical study of intramolecular aldol condensation of 1, 6-diketones: Trimethylsilyl substituent effect

JP Bouillon, C Portella, J Bouquant…

文献索引：Bouillon, Jean-Philippe; Portella, Charles; Bouquant, James; Humbel, Stephane Journal of Organic Chemistry, 2000 , vol. 65, # 18 p. 5823 - 5830

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被引用次数: 21

摘要

Diastereoselective intramolecular aldol condensations are investigated in an experimental and computational study of 1, 6-diketones. Ab initio results show the importance of the acid medium and disapprove the possibility of a spontaneous cyclization, even for silylated compounds. The combination of both experimental and computational approaches brings valuable information on the mechanism and on the selectivity of the aldol reaction. It is ...