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Communication | Special issue | Vol 52, No. 2, 2000, pp.583-586
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S105
Regiocontrolled Ring Opening Reactions of a Cyclic Acetal

Yuichiro Egami, Masaru Takayanagi, Keiji Tanino,* and Isao Kuwajima*

*Department of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan

Abstract

Regiocontrol in ring opening reactions of 2-alkyl-4,4-dimethyl-1,3-dioxolane with allyltrimethylsilane was investigated. In the reactions promoted by TiCl4, the ratio of the isomers can be changed from 91:9 to 1:99 simply by adopting different experimental procedures based on the sequence of adding the substrates.