Literature DB >> 29449759

DE NOVO ASYMMETRIC APPROACH TO THE DISACCHARIDE PORTION OF SCH-47554.

Xiaomei Yu1, Miaosheng Li2, George A O'Doherty3.   

Abstract

A method for the asymmetric synthesis of the disaccharide portion of SCH-47554 has been developed in 6 steps. The route is shorter than the reported route to a related disaccharide. The route involves the use of the Noyori reduction to establish the asymmetry of the d- and l-sugar portion of the molecule. Diastereoselective Pd-glycosylation reaction and subsequent post-glycosylation transformation are used to establish the remaining stereocenter.

Entities:  

Year:  2010        PMID: 29449759      PMCID: PMC5810952          DOI: 10.3987/COM-10-S(E)114

Source DB:  PubMed          Journal:  Heterocycles        ISSN: 0385-5414            Impact factor:   0.831


  13 in total

1.  de novo asymmetric synthesis of daumone via a palladium-catalyzed glycosylation.

Authors:  Haibing Guo; George A O'doherty
Journal:  Org Lett       Date:  2005-09-01       Impact factor: 6.005

Review 2.  Angucycline group antibiotics.

Authors:  J Rohr; R Thiericke
Journal:  Nat Prod Rep       Date:  1992-04       Impact factor: 13.423

3.  Enantioselective synthesis of 2-deoxy- and 2,3-dideoxyhexoses.

Authors:  Michael H Haukaas; George A O'Doherty
Journal:  Org Lett       Date:  2002-05-16       Impact factor: 6.005

Review 4.  Glycosyltransferases involved in the biosynthesis of biologically active natural products that contain oligosaccharides.

Authors:  Andriy Luzhetskyy; Andreas Vente; Andreas Bechthold
Journal:  Mol Biosyst       Date:  2005-06-23

5.  De novo asymmetric synthesis of an alpha-6-deoxyaltropyranoside as well as its 2-/3-deoxy and 2,3-dideoxy congeners.

Authors:  Mingde Shan; Yalan Xing; George A O'Doherty
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

6.  De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin.

Authors:  Maoquan Zhou; George A O'Doherty
Journal:  J Org Chem       Date:  2007-03-06       Impact factor: 4.354

7.  De novo asymmetric synthesis and biological evaluation of the trisaccharide portion of PI-080 and vineomycin B2.

Authors:  Xiaomei Yu; George A O'Doherty
Journal:  Org Lett       Date:  2008-09-12       Impact factor: 6.005

8.  De novo synthesis of the trisaccharide subunit of landomycins A and E.

Authors:  Maoquan Zhou; George A O'Doherty
Journal:  Org Lett       Date:  2008-05-08       Impact factor: 6.005

9.  A palladium-catalyzed glycosylation reaction: the de novo synthesis of natural and unnatural glycosides.

Authors:  Ravula Satheesh Babu; George A O'Doherty
Journal:  J Am Chem Soc       Date:  2003-10-15       Impact factor: 15.419

10.  De novo synthesis of oligosaccharides using a palladium-catalyzed glycosylation reaction.

Authors:  Ravula Satheesh Babu; Maoquan Zhou; George A O'Doherty
Journal:  J Am Chem Soc       Date:  2004-03-24       Impact factor: 15.419

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.