Literature DB >> 15506732

Enantioselective construction of carbobicyclic scaffolds.

Douglass F Taber1, Yigang He, Ming Xu.   

Abstract

Allylic and benzylic Grignard reagents smoothly open phenylalkynyl-activated cyclic trisubstituted epoxides at the more substituted carbon atom to give secondary alcohols with a chiral quaternary center. These alcohols are good substrates for the construction of enantiomerically pure carbobicyclic scaffolds through intramolecular alkylation.

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Year:  2004        PMID: 15506732     DOI: 10.1021/ja045849k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  2 in total

1.  Opening of aryl-substituted epoxides to form quaternary stereogenic centers: synthesis of (-)-mesembrine.

Authors:  Douglass F Taber; Yigang He
Journal:  J Org Chem       Date:  2005-09-16       Impact factor: 4.354

2.  Synthesis of (+)-coronafacic acid.

Authors:  Douglass F Taber; Ritesh B Sheth; Weiwei Tian
Journal:  J Org Chem       Date:  2009-03-20       Impact factor: 4.354

  2 in total

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