Tetrahedron

Photochemical polar addition of trialkylboranes

N Miyamoto, S Isiyama, K Utimoto, H Nozaki

Index: Miyamoto,N. et al. Tetrahedron, 1973 , vol. 29, p. 2365 - 2371

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Citation Number: 8

Abstract

cis-2-Alkylcyclohexanols are obtained stereoselectively upon irradiation of a mixture of cyclohexene and the corresponding trialkylborane in the presence of p-xylene as a sensitizer and upon the successive oxidation of the photolysate with alkaline H2O2. The similar reaction of 1-ethylcyclohexene yields 2, 2-dialkylcyclohexanols. Cycloheptene also reacts with the boranes to afford cis-2-alkylcycloheptanols. These reactions are explained ...

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