Literature DB >> 12098250

Sulfinyl-mediated chirality transfer in diastereoselective Claisen rearrangements.

Roberto Fernández de la Pradilla1, Carlos Montero, Mariola Tortosa.   

Abstract

[reaction: see text] The highly selective Claisen rearrangements of substrates bearing a sulfinyl moiety at C-5 allow for creation of up to two asymmetric centers and preserve a useful vinyl sulfoxide.

Entities:  

Year:  2002        PMID： 12098250     DOI： 10.1021/ol0261130

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Asymmetric synthesis of seven-membered carbocyclic rings via a sequential oxyanionic 5-exo-dig cyclization/claisen rearrangement process. Total synthesis of (-)-frondosin B.

Authors:  Timo V Ovaska; Jonathan A Sullivan; Sami I Ovaska; Jacob B Winegrad; Justin D Fair
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005

2.  Conversion of allylic alcohols to stereodefined trisubstituted alkenes: a complementary process to the Claisen rearrangement.

Authors:  Justin K Belardi; Glenn C Micalizio
Journal:  J Am Chem Soc       Date:  2008-12-17       Impact factor: 15.419

3.  Carbanion-accelerated Claisen rearrangements: asymmetric induction with chiral phosphorus-stabilized anions.

Authors:  Scott E Denmark; John E Marlin; G Rajendra
Journal:  J Org Chem       Date:  2012-10-26       Impact factor: 4.354
  3 in total

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