Literature DB >> 15330633

Sphingolipid synthesis via olefin cross metathesis: preparation of a differentially protected building block and application to the synthesis of D-erythro-ceramide.

Anand Narain Rai1, Amit Basu.   

Abstract

The sphingolipid backbone is readily assembled by E-selective olefin cross metathesis of a suitable building block. Copyright 2004 American Chemical Society

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Year:  2004        PMID: 15330633     DOI: 10.1021/ol049183a

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


  7 in total

1.  Diastereoselective Nickel-Catalyzed Reductive Couplings of Aminoaldehydes and Alkynylsilanes: Application to the Synthesis of D-erythro-Sphingosine.

Authors:  Kanicha Sa-Ei; John Montgomery
Journal:  Tetrahedron       Date:  2009-09-15       Impact factor: 2.457

2.  Synthesis of caeliferins, elicitors of plant immune responses: accessing lipophilic natural products via cross metathesis.

Authors:  Inish O'Doherty; Joshua J Yim; Eric A Schmelz; Frank C Schroeder
Journal:  Org Lett       Date:  2011-10-12       Impact factor: 6.005

3.  Optical manipulation of sphingolipid biosynthesis using photoswitchable ceramides.

Authors:  Matthijs Kol; Ben Williams; Henry Toombs-Ruane; Henri G Franquelim; Sergei Korneev; Christian Schroeer; Petra Schwille; Dirk Trauner; Joost Cm Holthuis; James A Frank
Journal:  Elife       Date:  2019-02-05       Impact factor: 8.140

4.  Stereoselective Synthesis of trans-Olefins by the Copper-Mediated S(N)2' Reaction of Vinyl Oxazines with Grignard Reagents. Asymmetric Synthesis of D-threo-Sphingosines.

Authors:  Om V Singh; Hyunsoo Han
Journal:  Tetrahedron Lett       Date:  2007       Impact factor: 2.415

5.  D-Glucosamine-derived synthons for assembly of L-threo-sphingoid bases. Total synthesis of rhizochalinin C.

Authors:  Jaeyoung Ko; Tadeusz F Molinski
Journal:  J Org Chem       Date:  2012-12-27       Impact factor: 4.354

6.  Herkinorin analogues with differential beta-arrestin-2 interactions.

Authors:  Kevin Tidgewell; Chad E Groer; Wayne W Harding; Anthony Lozama; Matthew Schmidt; Alfred Marquam; Jessica Hiemstra; John S Partilla; Christina M Dersch; Richard B Rothman; Laura M Bohn; Thomas E Prisinzano
Journal:  J Med Chem       Date:  2008-04-02       Impact factor: 7.446

7.  A concise and scalable synthesis of high enantiopurity (-)-D-erythro-sphingosine using peptidyl thiol ester-boronic acid cross-coupling.

Authors:  Hao Yang; Lanny S Liebeskind
Journal:  Org Lett       Date:  2007-07-04       Impact factor: 6.005

  7 in total

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