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The site-selective thio-allylation of electron-deficient 1,2-dienes is documented under scandium catalysis. The methodology enables the realization of α-β unsaturated, β-thio, γ-allyl carboxylic acid derivatives via a one-pot Lewis acid promoted… Click to show full abstract
The site-selective thio-allylation of electron-deficient 1,2-dienes is documented under scandium catalysis. The methodology enables the realization of α-β unsaturated, β-thio, γ-allyl carboxylic acid derivatives via a one-pot Lewis acid promoted Michael addition/[3,3]-sigmatropic rearrangement sequence (20 examples) in high yields (up to 95%). Full rationalization of the reaction mechanism and stereochemical outcome is provided via DFT simulations.
Keywords:
scandium catalysed;
stereoselective thio;
thio;
catalysed stereoselective;
thio allylation
Journal Title: Chemical communications
Year Published: 2019
Link to full text (if available)
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Journal Title: Chemical communications
Year Published: 2019
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!