Literature DB >> 11430054

Synthetic studies toward anisatin: a formal synthesis of (+/-)-8-deoxyanisatin.

T P Loh1, Q Y Hu.   

Abstract

[figure: see text] An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement. Conversion of the resultant amide to Kende's epsilon-lactone intermediate 3 in four steps completed a concise formal synthesis of (+/-)-8-deoxyanisatin (2).

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Year:  2001        PMID： 11430054     DOI： 10.1021/ol006918c

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


  5 in total

1.  A density functional theory approach toward substituent effect in Meerwein-Eschenmoser-Claisen rearrangement.

Authors:  Rahim Ghadari; Ahmad Shaabani
Journal:  J Mol Model       Date:  2011-04-27       Impact factor: 1.810

2.  Enantioselective total synthesis of (-)-jiadifenolide.

Authors:  Jing Xu; Lynnie Trzoss; Weng K Chang; Emmanuel A Theodorakis
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-11       Impact factor: 15.336

3.  Development of a Terpene Feedstock-Based Oxidative Synthetic Approach to the Illicium Sesquiterpenes.

Authors:  Kevin Hung; Matthew L Condakes; Luiz F T Novaes; Stephen J Harwood; Takahiro Morikawa; Zhi Yang; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2019-02-11       Impact factor: 15.419

4.  Contemporary Synthetic Strategies toward seco-Prezizaane Sesquiterpenes from Illicium Species.

Authors:  Matthew L Condakes; Luiz F T Novaes; Thomas J Maimone
Journal:  J Org Chem       Date:  2018-12-07       Impact factor: 4.354

5.  Total Syntheses of (-)-Majucin and (-)-Jiadifenoxolane A, Complex Majucin-Type Illicium Sesquiterpenes.

Authors:  Matthew L Condakes; Kevin Hung; Stephen J Harwood; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2017-11-26       Impact factor: 15.419
  5 in total

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