Literature DB >> 11792202

Lasonolide A: structural revision and synthesis of the unnatural (-)-enantiomer.

Eun Lee1, Ho Young Song, Jung Won Kang, Dae-Shik Kim, Cheol-Kyu Jung, Jung Min Joo.   

Abstract

Total synthesis of the unnatural (-)-enantiomer of lasonolide A was achieved starting from ethyl l-malate. The two tetrahydropyranyl fragments were prepared stereoselectively via radical cyclization reactions of beta-alkoxyacrylates. The full structure of natural lasonolide A was determined unequivocally.

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Year:  2002        PMID: 11792202     DOI: 10.1021/ja017265d

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


  4 in total

1.  Stereoselective synthesis of both tetrahydropyran rings of the antitumor macrolide, (-)-lasonolide A.

Authors:  Arun K Ghosh; Guo-Bao Ren
Journal:  J Org Chem       Date:  2012-02-10       Impact factor: 4.354

2.  Total Synthesis of (-)-Lasonolide A.

Authors:  Barry M Trost; Craig E Stivala; Daniel R Fandrick; Kami L Hull; Audris Huang; Caroline Poock; Rainer Kalkofen
Journal:  J Am Chem Soc       Date:  2016-09-01       Impact factor: 15.419

3.  Total synthesis of potent antitumor agent (-)-lasonolide A: a cycloaddition-based strategy.

Authors:  Arun K Ghosh; Gangli Gong
Journal:  Chem Asian J       Date:  2008-10-06

Review 4.  Synthetic efforts on the road to marine natural products bearing 4-O-2,3,4,6-tetrasubstituted THPs: an update.

Authors:  Marta Fariña-Ramos; Celina García; Víctor S Martín; Sergio J Álvarez-Méndez
Journal:  RSC Adv       Date:  2021-02-03       Impact factor: 3.361

  4 in total

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