Abstract

meso-Me3CCHClCHClCMe3 undergoes base-promoted dehydrochlorination in a syn- or anti-periplanar manner, affording (Z)-Me3CCCl:CHCMe3 (I) and the thermdn. less stable (E)-I, resp.; the reaction is solvent dependent. Alcoholate aggregates of different size (presumably, dimers and trimers or tetramers) are alternatively involved in these stereochem. distinct conversions, at least in Me3COH or THF contg. KOCMe3. [on SciFinder (R)]

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