Enantioselective synthesis of (+)- and (-)-dihydroepiepoformin and (+)-epiepoformin.

  title={Enantioselective synthesis of (+)- and (-)-dihydroepiepoformin and (+)-epiepoformin.},
  author={M. Carmen Carre{\~n}o and Est{\'i}baliz Merino and Mar{\'i}a Ribagorda and {\'A}lvaro Somoza and Antonio Urbano},
  journal={Organic letters},
  volume={7 7},
[reaction: see text] The enantioselective synthesis of both enantiomers of dihydroepiepoformin (1) and (+)-epiepoformin (2) was achieved from (p-tolylsulfinyl)methyl-p-quinols (SR)- or (SS)-3 and (4R,SR)-4, respectively. Key features include the stereocontrolled conjugate addition of AlMe3 to p-quinol 3 and retrocondensation to the ketone functionality, previous to oxidation of the beta-hydroxy sulfoxide moiety of advanced intermediates to the corresponding sulfone. 
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