Literature DB >> 16390134

Total synthesis of ecteinascidin 743.

Jinchun Chen1, Xiaochuan Chen, Michèle Bois-Choussy, Jieping Zhu.   

Abstract

A convergent total synthesis of ecteinascidin 743 is realized from five building blocks of almost equal size. It takes 23 steps from l-3-hydroxy-4-methoxy-5-methyl phenylalanol (5) with an overall yield of 3%.

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Year:  2006        PMID: 16390134     DOI: 10.1021/ja0571794

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


  8 in total

1.  Regioselectivity of Pictet-Spengler Cyclization Reactions to Construct the Pentacyclic Frameworks of the Ecteinascidin-Saframycin Class of Tetrahydroisoquinoline Antitumor Antibiotics.

Authors:  Guillaume Vincent; Jonathan W Lane; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2007-05-21       Impact factor: 2.415

2.  Palladium(0)-catalyzed aryne annulation: a powerful strategy for the synthesis of thio-bridged compounds.

Authors:  Mayur I Morja; Kishor H Chikhalia
Journal:  Mol Divers       Date:  2022-04-22       Impact factor: 2.943

3.  Synthetic studies on lemonomycin: construction of the tetracyclic core.

Authors:  Alberto Jiménez-Somarribas; Robert M Williams
Journal:  Tetrahedron       Date:  2013-09-02       Impact factor: 2.457

4.  Synthetic studies on Et-743. Assembly of the pentacyclic core and a formal total synthesis.

Authors:  Dan Fishlock; Robert M Williams
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

5.  Characterization of SafC, a catechol 4-O-methyltransferase involved in saframycin biosynthesis.

Authors:  James T Nelson; Jaeheon Lee; James W Sims; Eric W Schmidt
Journal:  Appl Environ Microbiol       Date:  2007-04-20       Impact factor: 4.792

6.  Sequential cycloaddition and ring expansion reaction of arynes and methylenebenzothiopheneones: synthesis of a benzo-fused eight-membered ring via sulfonium ylides.

Authors:  Peng Xiao; Shikuan Su; Wei Wang; Weiguo Cao; Jie Chen; Jian Li; Yali Chen
Journal:  RSC Adv       Date:  2019-11-29       Impact factor: 3.361

7.  Solution-phase automated synthesis of an α-amino aldehyde as a versatile intermediate.

Authors:  Hisashi Masui; Sae Yosugi; Shinichiro Fuse; Takashi Takahashi
Journal:  Beilstein J Org Chem       Date:  2017-01-17       Impact factor: 2.883

Review 8.  Cancer wars: natural products strike back.

Authors:  Christine Basmadjian; Qian Zhao; Embarek Bentouhami; Amel Djehal; Canan G Nebigil; Roger A Johnson; Maria Serova; Armand de Gramont; Sandrine Faivre; Eric Raymond; Laurent G Désaubry
Journal:  Front Chem       Date:  2014-05-01       Impact factor: 5.221

  8 in total

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