Configurational stability of oxymethyllithiums as intermediates in intramolecular rearrangements

…, L Brecker, F Hammerschmidt

Index: Kapeller, Dagmar C.; Brecker, Lothar; Hammerschmidt, Friedrich Chemistry - A European Journal, 2007 , vol. 13, # 34 p. 9582 - 9588

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Citation Number: 21

Abstract

Abstract Several homochiral oxymethyllithiums, chiral by virtue of the hydrogen isotopes protium and deuterium, were prepared. They were tested for their microscopic configurational stability in intramolecular isomerizations, such as the silyl-and germyl-[1, 2]- retro-Brook and the sigmatropic [2, 3]-Wittig rearrangement. The influence of temperature, solvent, and migrating group on the stability of the intermediate carbanions was studied. ...