Literature DB >> 18980316

Enantioselective total syntheses of trichodermamides A and B.

Xiaobo Wan1, Madeleine M Joullié.   

Abstract

Starting from commercially available (-)-quinic acid, the enantioselective total syntheses of trichodermamides A and B were achieved. The key reactions involve the stereoselective construction of the oxazine ring via an intramolecular epoxide ring opening reaction and an EDCI-assisted peptide coupling reaction.

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Year:  2008        PMID: 18980316     DOI: 10.1021/ja807011b

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  2 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

2.  A copper-catalyzed asymmetric oxime propargylation enables the synthesis of the gliovirin tetrahydro-1,2-oxazine core.

Authors:  Nicholas G W Cowper; Matthew J Hesse; Katie M Chan; Sarah E Reisman
Journal:  Chem Sci       Date:  2020-10-15       Impact factor: 9.825

  2 in total

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