Literature DB >> 17309269

Progress towards the total synthesis of trichodermamides A and B: construction of the oxazine ring moiety.

Xiaobo Wan1, Gabriel Doridot, Madeleine M Joullié.   

Abstract

Trichodermamides are modified heterocyclic dipeptides that possess a unique 4H-5,6-dihydro-1,2-oxazine ring. Starting from affordable, easily available (-)-quinic acid, the enantioselective synthesis of this oxazine moiety was achieved by an intramolecular epoxide ring-opening reaction by an oxime. [structure: see text]

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Year:  2007        PMID: 17309269     DOI: 10.1021/ol062993x

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


  1 in total

1.  Concise Total Synthesis of Trichodermamides A, B, and C Enabled by an Efficient Construction of the 1,2-Oxazadecaline Core.

Authors:  Adelphe M Mfuh; Yu Zhang; David E Stephens; Anh X T Vo; Hadi D Arman; Oleg V Larionov
Journal:  J Am Chem Soc       Date:  2015-06-22       Impact factor: 15.419

  1 in total

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