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Issue 14, 1976
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Direction of ring-opening of ring-substituted cyclopropyl(stannyloxy)methyl and cyclopropyl(hydroxy)methyl radicals: preferential formation of primary alkyl radicals

Abstract

cis- and trans-2-Methylcyclopropyl-stannyloxymethyl and -hydroxymethyl radicals (A) have been generated by treating either the corresponding tin alkoxides or alcohols with t-butoxyl radicals, or the corresponding ketones with tributylstannyl radicals. The e.s.r. spectra show that, at low temperature (< –60°C), the cis-(A) radicals undergo ring-opening to give principally secondary alkyl radicals, but the trans-(A) radicals give only primary alkyl radicals.

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Article information


J. Chem. Soc., Perkin Trans. 2, 1976, 1719-1724
Article type
Paper

Direction of ring-opening of ring-substituted cyclopropyl(stannyloxy)methyl and cyclopropyl(hydroxy)methyl radicals: preferential formation of primary alkyl radicals

A. G. Davies, B. Muggleton, J. Godet, M. Pereyre and J. Pommier, J. Chem. Soc., Perkin Trans. 2, 1976, 1719
DOI: 10.1039/P29760001719

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