Development of β-keto 1,3-dithianes as versatile intermediates for organic synthesis
Matthew J. Gaunt , Helen F. Sneddon , Peter R. Hewitt , Paolo Orsini , David F. Hook and Steven V. Ley*
*University Chemical Laboratory, Lensfield Road, Cambridge, UK CB2 1 EW, Email: svl1000cam.ac.uk
M. J. Gaunt, H. F. Sneddon, P. R. Hewitt, P. Orsini, D. F. Hook, S. V. Ley, Org. Biomol. Chem., 2003, 1, 15-16.
β-Keto 1,3-dithianes can be generated by the double conjugate addition of dithiols to propargylic ketones, esters and aldehydes in excellent yields. These masked 1,3-dicarbonyl systems can be converted to a range of functionalised oxygen-containing heterocycles that can be used in natural product synthesis.
see article for more examples