Literature DB >> 31433167

Total Synthesis and Structural Validation of Phosdiecin A via Asymmetric Alcohol-Mediated Carbonyl Reductive Coupling.

Franco Della-Felice1,2, Ariel M Sarotti3, Michael J Krische2, Ronaldo A Pilli1.   

Abstract

The first total synthesis and structural validation of phosdiecin A was accomplished in 13 steps through asymmetric iridium-catalyzed alcohol-mediated carbonyl reductive coupling. The present route is the shortest among >30 total and formal syntheses of fostriecin family members.

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Year:  2019        PMID： 31433167      PMCID： PMC6737538          DOI： 10.1021/jacs.9b07512

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


  35 in total

1.  Preparation of the Reagent o-Nitrobenzenesulfonylhydrazide.

Authors:  Andrew G. Myers; Bin Zheng; Mohammad Movassaghi
Journal:  J Org Chem       Date:  1997-10-17       Impact factor: 4.354

2.  Around and beyond Cram's Rule.

Authors:  A Mengel; O Reiser
Journal:  Chem Rev       Date:  1999-05-12       Impact factor: 60.622

Review 3.  Polyketide stereotetrads in natural products.

Authors:  Ari M P Koskinen; Kaisa Karisalmi
Journal:  Chem Soc Rev       Date:  2005-04-25       Impact factor: 54.564

4.  Total synthesis of phoslactomycin B and its biosynthetic deamino precursor.

Authors:  Yong-Gang Wang; Ryuichi Takeyama; Yuichi Kobayashi
Journal:  Angew Chem Int Ed Engl       Date:  2006-05-12       Impact factor: 15.336

5.  Total synthesis of an antitumor antibiotic, Fostriecin (CI-920).

Authors:  Kazuyuki Miyashita; Masahiro Ikejiri; Hitomi Kawasaki; Satoko Maemura; Takeshi Imanishi
Journal:  J Am Chem Soc       Date:  2003-07-09       Impact factor: 15.419

6.  Phase I and pharmacokinetic study of fostriecin given as an intravenous bolus daily for five consecutive days.

Authors:  Lyly H Lê; Charles Erlichman; Linda Pillon; Jake J Thiessen; Andrew Day; Nancy Wainman; Elizabeth A Eisenhauer; Malcolm J Moore
Journal:  Invest New Drugs       Date:  2004-04       Impact factor: 3.850

7.  Sultriecin, a new antifungal and antitumor antibiotic from Streptomyces roseiscleroticus. Production, isolation, structure and biological activity.

Authors:  H Ohkuma; N Naruse; Y Nishiyama; T Tsuno; Y Hoshino; Y Sawada; M Konishi; T Oki
Journal:  J Antibiot (Tokyo)       Date:  1992-08       Impact factor: 2.649

Review 8.  Fostriecin: chemistry and biology.

Authors:  D S Lewy; C-M Gauss; D R Soenen; D L Boger
Journal:  Curr Med Chem       Date:  2002-11       Impact factor: 4.530

9.  Olefin metathesis reactions with vinyl halides: formation, observation, interception, and fate of the ruthenium-monohalomethylidene moiety.

Authors:  Marisa L Macnaughtan; Marc J A Johnson; Jeff W Kampf
Journal:  J Am Chem Soc       Date:  2007-06-02       Impact factor: 15.419

10.  Phase I and pharmacokinetic study of the topoisomerase II catalytic inhibitor fostriecin.

Authors:  R S de Jong; N H Mulder; D R Uges; D T Sleijfer; F J Höppener; H J Groen; P H Willemse; W T van der Graaf; E G de Vries
Journal:  Br J Cancer       Date:  1999-02       Impact factor: 7.640
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