Oxymetalation. 20. Conversion of cyclopropanes into 1, 2-dioxolanes via tert-butyl peroxymercuration, bromodemercuration, and silver salt induced cyclization

AJ Bloodworth, KH Chan…

Index: Bloodworth, A. J.; Chan, Kam Hung; Cooksey, Christopher J. Journal of Organic Chemistry, 1986 , vol. 51, # 11 p. 2110 - 2115

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Citation Number: 23

Abstract

Recently, Porter and Mitchell4 discovered that y-bromoalkyl tert-butyl peroxides can also undergo silver salt induced cyclization to afford 1, 2-dioxolanes (eq 3). We had demonstrated earlier that phenylcyclopropane can be converted into the correponding y- bromoalkyl tert-butyl peroxide by peroxymercuriation and bromodemercuriation

~50%

~85%

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