77290-89-2Relevant academic research and scientific papers
Reactions of β-trimethylstannylcyclohexanones with peracids: Investigations into the stannyl-directed Baeyer-Villiger reaction
Horvat, Sonia,Karallas, Panagoitis,White, Jonathan M.
, p. 2151 - 2154 (2007/10/03)
The trimethylstannyl subsituent raises the migratory aptitude of a primary β-carbon to be above that of a not otherwise activated secondary or tertiary carbon. This is apparent from the exclusive formation of the alkene acids 9-11 from Baeyer-Villiger reaction of the β-stannyl cyclohexanones 3-5. The stereoelectronic requirements of the stannyl-directed Baeyer-Villiger reaction were investigated using the axial β-trimethylstannlcyclohexanone 20.
