Literature DB >> 19624101

Efficient and stereoselective access to the polyol fragment C9-C16 of ansamycin antibiotics.

Michel Obringer1, Marie Barbarotto, Sabine Choppin, Françoise Colobert.   

Abstract

Efficient synthesis of the fragment C9-C16 bearing the anti,syn stereotriad of ansamycin antibiotics is described. Key steps for controlling the configuration of the three stereogenic centers involve a stereoselective Reformatsky-type reaction followed by a diastereoselective reduction of a beta-ketosulfoxide.

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Year:  2009        PMID: 19624101     DOI: 10.1021/ol901144j

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


  1 in total

1.  Synthesis of pyridines from ketoximes and terminal alkynes via C-H bond functionalization.

Authors:  Rhia M Martin; Robert G Bergman; Jonathan A Ellman
Journal:  J Org Chem       Date:  2012-02-14       Impact factor: 4.354

  1 in total

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