Alkynes to Branched Allylic Sulfones

  • Author: Veronika Belusa
  • Published: 13 November 2014
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
  • Source / Publisher: Journal of the American Chemical Society/ACS Publications
  • Associated Societies: American Chemical Society (ACS), USA
thumbnail image: Alkynes to Branched Allylic Sulfones

Transforming simple and readily accessible starting materials into branched allylic derivatives is of high interest. The stereogenic center is accessible for asymmetric synthesis and the allylic moiety offers versatile options for further functionalization.


Bernhard Breit and colleagues, Albert-Ludwigs-Universit├Ąt Freiburg, Germany, have synthesized branched allylic sulfones from terminal alkynes and sulfonyl hydrazides.

 

 

The rhodium/benzoic acid catalyzed reaction results in good to excellent yields and selectivities. The researchers state that their reaction mechanism is also applicable to other nucleophiles and their asymmetric variants.


 

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