120749-41-9Relevant academic research and scientific papers
Stereochemical control in the synthesis of tetrahydrofurans by cyclisation of diols with [1,2]phenylsulfanyl migration
Aggarwal, Varinder K.,Eames, Jason,Villa, Maria-Jesus,McIntyre, Sara,Sansbury, Francis H.,Warren, Stuart
, p. 532 - 546 (2007/10/03)
Acid catalysed rearrangement of a series of 4-PhS-1,3-diols with toluene-p-sulfonic acid in benzene gives stereospecifically substituted 3-PhS-tetrahydrofurans in excellent yield via a [1,2]-SPh shift. We comment on the structural variation at both the migration origin and terminus on the outcome of the title reaction and define its limits.
