Catalytic conjugate addition of acyl anion equivalents promoted by fluorodesilylation
The conjugate addition of acyl anion equivalents derived from 2-silyl-1,3-dithianes to α,β-unsaturated ketones and esters has been achieved using a substoichiometric amount of TBAF. High yields and short reaction times are observed for the addition of aryl-1,3-dithianes to a variety of cyclic and acyclic α,β-unsaturated carbonyl acceptors. Observation of the reactive anion by 13C NMR spectroscopy and extension to an asymmetric variant is also presented.
Denmark, Scott E.,Cullen, Lindsey R.
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p. 70 - 73
(2014/01/23)
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