Literature DB >> 19722666

Total synthesis and structural revision of (+/-)-tricholomalides A and B.

Zhang Wang1, Sun-Joon Min, Samuel J Danishefsky.   

Abstract

The neurotrophic diterpenoids, tricholomalides A and B, were synthesized in a concise fashion. Key transformations include a ketene [2 + 2] cycloaddition and a Grignard-type reaction. In the course of the synthesis, it was determined that the structures of tricholomalides A and B had originally been misassigned.

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Year:  2009        PMID： 19722666      PMCID： PMC2756578          DOI： 10.1021/ja9049433

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


  6 in total

Review 1.  Neuronal cell death, nerve growth factor and neurotrophic models: 50 years on.

Authors:  M R Bennet; W G Gibson; G Lemon
Journal:  Auton Neurosci       Date:  2002-01-10       Impact factor: 3.145

2.  Applications of total synthesis to problems in neurodegeneration: Fascinating chemistry along the way.

Authors:  Rebecca M Wilson; Samuel J Danishefsky
Journal:  Acc Chem Res       Date:  2006-08       Impact factor: 22.384

3.  Total synthesis of guanacastepene a: a route to enantiomeric control.

Authors:  Mihirbaran Mandal; Heedong Yun; Gregory B Dudley; Songnian Lin; Derek S Tan; Samuel J Danishefsky
Journal:  J Org Chem       Date:  2005-12-23       Impact factor: 4.354

Review 4.  Neurotrophins and neurodegeneration.

Authors:  D Dawbarn; S J Allen
Journal:  Neuropathol Appl Neurobiol       Date:  2003-06       Impact factor: 8.090

5.  Tricholomalides A-C, new neurotrophic diterpenes from the mushroom Tricholoma sp.

Authors:  Sachiko Tsukamoto; Abdulgafor D Macabalang; Keigo Nakatani; Yutaro Obara; Norimichi Nakahata; Tomihisa Ohta
Journal:  J Nat Prod       Date:  2003-12       Impact factor: 4.050

6.  An Approach to the Synthesis of Tricholomalide A: An Effective Means for Achieving Homo-Robinson Annulation.

Authors:  Sun-Joon Min; Samuel J Danishefsky
Journal:  Tetrahedron Lett       Date:  2008-05-19       Impact factor: 2.415
  6 in total
  4 in total

1.  Synthesis of enantioenriched γ-quaternary cycloheptenones using a combined allylic alkylation/Stork-Danheiser approach: preparation of mono-, bi-, and tricyclic systems.

Authors:  Nathan B Bennett; Allen Y Hong; Andrew M Harned; Brian M Stoltz
Journal:  Org Biomol Chem       Date:  2011-10-19       Impact factor: 3.876

Review 2.  Neurotrophic natural products: chemistry and biology.

Authors:  Jing Xu; Michelle H Lacoske; Emmanuel A Theodorakis
Journal:  Angew Chem Int Ed Engl       Date:  2013-12-18       Impact factor: 15.336

3.  Illicium sesquiterpenes: divergent synthetic strategy and neurotrophic activity studies.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Chemistry       Date:  2013-03-22       Impact factor: 5.236

4.  Design and Synthesis of Molecular Scaffolds with Anti-infective Activity.

Authors:  Junjia Liu; T Aaron Bedell; Julian G West; Erik J Sorensen
Journal:  Tetrahedron       Date:  2016-01-28       Impact factor: 2.457
  4 in total

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