. beta.-Fission of 9-decalinoxyl radicals: reversible formation of 6-ketocyclodecyl radical

…, R Kazlauskas, MR Syner-Lyons

Index: Beckwith, Athelstan L.J.; Kazlauskas, Rymantas; Syner-Lyons, Mark R. Journal of Organic Chemistry, 1983 , vol. 48, # 24 p. 4718 - 4722

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Citation Number: 50

Abstract

Rearrangement at 0" C of trans-9-decalinyl hypobromite (Itrm, X= Br), formed by the interaction of ltrms (X= H) with bromine and silver acetate or mercuric oxide, gives 6- bromocyclodecanone (4, X= Br) whereas the same reaction at 81" C gives 2-(4-bromobutyl) cyclohexanone (6, X= Br). The cis isomer (l&, X= Br) behaves similarly. The relative yields of the nitroso dimers, 11, 12, and 13, formed by photolysis of leis (X= NO) and 1,-(X= NO), ...