Literature DB >> 12713367

Asymmetric synthesis of the four possible fagomine isomers.

Hiroki Takahata1, Yasunori Banba, Hidekazu Ouchi, Hideo Nemoto, Atsushi Kato, Isao Adachi.   

Abstract

The asymmetric synthesis of fagomine and its congeners 1-4 has been achieved by catalytic ring-closing metathesis (RCM). The synthesis involved the construction of the piperidene-type chiral building block 5 followed by dihydroxylation, starting from the d-serine-derived Garner aldehyde 6.

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Year:  2003        PMID: 12713367     DOI: 10.1021/jo034137u

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


  3 in total

1.  Assessment of partially deoxygenated deoxynojirimycin derivatives as glucosylceramide synthase inhibitors.

Authors:  Richard J B H N van den Berg; Tom Wennekes; Amar Ghisaidoobe; Wilma E Donker-Koopman; Anneke Strijland; Rolf G Boot; Gijsbert A van der Marel; Johannes M F G Aerts; Herman S Overkleeft
Journal:  ACS Med Chem Lett       Date:  2011-04-07       Impact factor: 4.345

Review 2.  The role of biocatalysis in the asymmetric synthesis of alkaloids.

Authors:  Joerg H Schrittwieser; Verena Resch
Journal:  RSC Adv       Date:  2013-08-07       Impact factor: 3.361

3.  Stereoselective, nitro-Mannich/lactamisation cascades for the direct synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles.

Authors:  Pavol Jakubec; Dane M Cockfield; Madeleine Helliwell; James Raftery; Darren J Dixon
Journal:  Beilstein J Org Chem       Date:  2012-04-16       Impact factor: 2.883

  3 in total

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