Literature DB >> 20355743

Total synthesis of (+)-decarbamoylsaxitoxin and (+)-gonyautoxin 3.

Osamu Iwamoto1, Kazuo Nagasawa.   

Abstract

Facile construction of the complex saxitoxin (STX) skeleton is carried out by using a novel, conformationally controlled, guanidine cyclization process that relies on the use of neighboring group participation. The utility of this methodology is verified by its employment in syntheses of both natural and unnatural STX derivatives.

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Year:  2010        PMID: 20355743     DOI: 10.1021/ol1006696

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


  6 in total

1.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

2.  A stereocontrolled synthesis of (+)-saxitoxin.

Authors:  Vasudev R Bhonde; Ryan E Looper
Journal:  J Am Chem Soc       Date:  2011-11-23       Impact factor: 15.419

Review 3.  Recent progress in neuroactive marine natural products.

Authors:  Ryuichi Sakai; Geoffrey T Swanson
Journal:  Nat Prod Rep       Date:  2014-01-17       Impact factor: 13.423

4.  Divergent Synthesis of Natural Derivatives of (+)-Saxitoxin Including 11-Saxitoxinethanoic Acid.

Authors:  James R Walker; Jeffrey E Merit; Rhiannon Thomas-Tran; Doris T Y Tang; J Du Bois
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-02       Impact factor: 15.336

5.  Synthetic studies towards Zetekitoxin AB: preparation of 4,5-epi-11-hydroxy-saxitoxinol.

Authors:  Aaron D Pearson; Robert M Williams
Journal:  Tetrahedron       Date:  2014-10-28       Impact factor: 2.457

Review 6.  Synthetic Approaches to Zetekitoxin AB, a Potent Voltage-Gated Sodium Channel Inhibitor.

Authors:  Kanna Adachi; Hayate Ishizuka; Minami Odagi; Kazuo Nagasawa
Journal:  Mar Drugs       Date:  2019-12-26       Impact factor: 5.118

  6 in total

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