Literature DB >> 16737318

An improved chiral auxiliary for the allene ether version of the Nazarov cyclization.

Derrick B delos Santos1, April R Banaag, Marcus A Tius.   

Abstract

Alpha-2-deoxy-D-glucose derived ether 14 is a superior reagent for the allene ether version of the Nazarov cyclization. Enantiomeric excesses of products derived from trisubstituted morpholino enamides varied between 85% and 93% ee. [structure: see text]

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Year:  2006        PMID: 16737318     DOI: 10.1021/ol060816q

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


  5 in total

1.  Design of chiral auxiliaries for the allene ether nazarov cyclization.

Authors:  April R Banaag; Marcus A Tius
Journal:  J Am Chem Soc       Date:  2007-04-11       Impact factor: 15.419

2.  Traceless chiral auxiliaries for the allene ether Nazarov cyclization.

Authors:  April R Banaag; Marcus A Tius
Journal:  J Org Chem       Date:  2008-09-23       Impact factor: 4.354

3.  Asymmetric Nazarov Cyclizations.

Authors:  Naoyuki Shimada; Craig Stewart; Marcus A Tius
Journal:  Tetrahedron       Date:  2011-08-19       Impact factor: 2.457

4.  Beyond the Divinyl Ketone: Innovations in the Generation and Nazarov Cyclization of Pentadienyl Cation Intermediates.

Authors:  William T Spencer; Tulaza Vaidya; Alison J Frontier
Journal:  European J Org Chem       Date:  2013-06-01

5.  Enamine-iminium ion Nazarov cyclization of alpha-ketoenones.

Authors:  William F Bow; Ashok K Basak; Anais Jolit; David A Vicic; Marcus A Tius
Journal:  Org Lett       Date:  2010-02-05       Impact factor: 6.005

  5 in total

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