Abstract

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Highlights

  • We recently found that cyclopropylacyl radicals add to external, unactivated olefins in preference to extrusion of carbon monoxide.[1]

  • On the basis of previous related observations,[4] it seemed reasonable to assume that carbonyl radicals 6, produced upon irradiation of xanthates 5,5 would rapidly lose carbon monoxide to give carbamoyl radicals 7

  • Ring opening, encouraged by the presence of the two stabilising ester groups, would lead to an isocyanate radical 8, which could perhaps be captured by addition to an external olefin 9

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Summary

Introduction

We recently found that cyclopropylacyl radicals add to external, unactivated olefins in preference to extrusion of carbon monoxide.[1]. Ring opening, encouraged by the presence of the two stabilising ester groups, would lead to an isocyanate radical 8, which could perhaps be captured by addition to an external olefin 9.

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