Literature DB >> 22369157

Total synthesis of (-)-anisatin.

Akihiro Ogura1, Kohei Yamada, Satoshi Yokoshima, Tohru Fukuyama.   

Abstract

A novel synthetic route to (-)-anisatin has been developed. Our synthesis features a rhodium-catalyzed 1,4-addition of an arylboronic acid, an intramolecular Diels-Alder reaction of an ortho-quinone monoketal, a stereoselective [2,3]-Wittig rearrangement, and construction of the oxabicyclo [3.3.1] skeleton via cleavage of an epoxide by a primary amide.

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Year:  2012        PMID： 22369157     DOI： 10.1021/ol300390k

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


  9 in total

1.  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

2.  Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N'-dimethylhydrazine dihydrochloride.

Authors:  Zhiwei Yin; Jinzhu Zhang; Jing Wu; Riana Green; Sihan Li; Shengping Zheng
Journal:  Org Biomol Chem       Date:  2014-05-14       Impact factor: 3.876

3.  Augmentation of Anticancer Drug Efficacy in Murine Hepatocellular Carcinoma Cells by a Peripherally Acting Competitive N-Methyl-d-aspartate (NMDA) Receptor Antagonist.

Authors:  Mikko Gynther; Ilaria Proietti Silvestri; Jacob C Hansen; Kasper B Hansen; Tarja Malm; Yevheniia Ishchenko; Younes Larsen; Liwei Han; Silke Kayser; Seppo Auriola; Aleksanteri Petsalo; Birgitte Nielsen; Darryl S Pickering; Lennart Bunch
Journal:  J Med Chem       Date:  2017-12-05       Impact factor: 7.446

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.  Oxidative Entry into the Illicium Sesquiterpenes: Enantiospecific Synthesis of (+)-Pseudoanisatin.

Authors:  Kevin Hung; Matthew L Condakes; Takahiro Morikawa; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2016-12-16       Impact factor: 15.419

6.  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

7.  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

8.  Experimental and Computational Studies Unraveling the Peculiarity of Enolizable Oxoesters in the Organocatalyzed Mannich-Type Addition to Cyclic N-Acyl Iminium Ions.

Authors:  Andrea Menichetti; Sebastiano Di Pietro; Valeria Di Bussolo; Lucilla Favero; Mauro Pineschi
Journal:  Molecules       Date:  2020-04-20       Impact factor: 4.411

9.  An annulation reaction for the synthesis of cross-conjugated triene-containing hydroindanes from acyclic precursors.

Authors:  Xiayun Cheng; Glenn C Micalizio
Journal:  Org Lett       Date:  2014-09-12       Impact factor: 6.005
  9 in total

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