Literature DB >> 16901173

De novo asymmetric syntheses of muricatacin and its analogues via dihydroxylation of dienoates.

Md Moinuddin Ahmed1, Hu Cui, George A O'Doherty.   

Abstract

A short and highly efficient route to both enantiomers of muricatacin as well as the C-5-epimer has been developed. The key to the overall transformation is the highly regio- and enantioselective Sharpless asymmetric dihydroxylation of an (E,Z)-dienoate. The highly efficient stereoselective synthesis prepares (-)-muricatacin in seven steps and 66% overall yield.

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Year:  2006        PMID: 16901173     DOI: 10.1021/jo061057s

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  De novo formal synthesis of (-)-virginiamycin M2 via the asymmetric hydration of dienoates.

Authors:  Matthew S Mortensen; Joshua M Osbourn; George A O'Doherty
Journal:  Org Lett       Date:  2007-07-03       Impact factor: 6.005

  1 in total

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