Literature DB >> 21793562

Total synthesis of (-)-histrionicotoxin.

Yohei Adachi1, Noriyuki Kamei, Satoshi Yokoshima, Tohru Fukuyama.   

Abstract

A total synthesis of (-)-histrionicotoxin was achieved. Our synthesis features preparation of a pseudosymmetrical dienyne through chirality transfer from an allenylsilane, a dienyne metathesis to produce the bicyclo [5.4.0] system in optically active form, selective functionalization of a diene via a 5-exo-trig iodoetherification, and an asymmetric propargylation.
© 2011 American Chemical Society

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Year:  2011        PMID: 21793562     DOI: 10.1021/ol2018032

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


  5 in total

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3.  Formal total synthesis of histrionicotoxin alkaloids via Hg(OTf)2-catalyzed cycloisomerization and SmI2-induced ring expansion.

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Journal:  RSC Adv       Date:  2018-03-21       Impact factor: 3.361

4.  Efficient method for propargylation of aldehydes promoted by allenylboron compounds under microwave irradiation.

Authors:  Jucleiton J R Freitas; Queila P S B Freitas; Silvia R C P Andrade; Juliano C R Freitas; Roberta A Oliveira; Paulo H Menezes
Journal:  Beilstein J Org Chem       Date:  2020-02-04       Impact factor: 2.883

5.  Concise and Stereoselective Total Syntheses of Annotinolides C, D, and E.

Authors:  Pei Qu; Scott A Snyder
Journal:  J Am Chem Soc       Date:  2021-08-02       Impact factor: 15.419

  5 in total

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