Literature DB >> 25184606

Synthesis of (±)-terpendole E.

Takaaki Teranishi1, Tetsuro Murokawa, Masaru Enomoto, Shigefumi Kuwahara.   

Abstract

The first synthesis of the racemate of terpendole E, a specific inhibitor of the mitotic kinesin Eg5, has been achieved from a known tricyclic dihydroxy ketone by a 13-step sequence that involves diastereoselective installation of its C3 quaternary stereocenter via a cyclopropyl ketone intermediate and Pd-mediated two-step construction of the indole ring moiety as the key transformations.

Entities:  

Keywords:  antimitotic; indole diterpene; kinesin spindle protein; terpendole; total synthesis

Mesh:

Substances:

Year:  2014        PMID: 25184606     DOI: 10.1080/09168451.2014.955455

Source DB:  PubMed          Journal:  Biosci Biotechnol Biochem        ISSN: 0916-8451            Impact factor:   2.043


  4 in total

1.  Twelve-Step Asymmetric Synthesis of (-)-Nodulisporic Acid C.

Authors:  Nicole A Godfrey; Devon J Schatz; Sergey V Pronin
Journal:  J Am Chem Soc       Date:  2018-09-28       Impact factor: 15.419

2.  A Concise Approach to Paxilline Indole Diterpenes.

Authors:  David T George; Eric J Kuenstner; Sergey V Pronin
Journal:  J Am Chem Soc       Date:  2015-12-07       Impact factor: 15.419

Review 3.  Catalytic enantioselective construction of vicinal quaternary carbon stereocenters.

Authors:  Feng Zhou; Lei Zhu; Bo-Wen Pan; Yang Shi; Yun-Lin Liu; Jian Zhou
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825

Review 4.  Indole diterpenoid natural products as the inspiration for new synthetic methods and strategies.

Authors:  Michael A Corsello; Junyong Kim; Neil K Garg
Journal:  Chem Sci       Date:  2017-06-27       Impact factor: 9.825

  4 in total

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