The Journal of Organic Chemistry

Titanium tetrachloride promoted reactions of allylic trimethylsilanes and oxetane

SA Carr, WP Weber

Index: Carr, Steve A.; Weber, William P. Journal of Organic Chemistry, 1985 , vol. 50, # 15 p. 2782 - 2785

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Citation Number: 32

Abstract

We would like to report that the titanium tetrachloride promoted reaction of allylic trimethylsilanes with oxetanes yields 5-hexen-1-ols as products (Table I). We anticipated that this reaction might be successful due to the similar strain energy of oxetanes and epoxides (25 kcal/mol) 1 as well as on the basis of our previous work on the reactions of oxetanes with dimethylsilylene,"(methy1thio) trimethylsilane, l2 and trimethylsilyl cyanide. ...

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