Literature DB >> 22287813

Synthetic Studies Towards MPC1001: Preparation of a β-hydroxyl-Tyrosine Derivative.

Paul T Schuber1, Robert M Williams.   

Abstract

A procedure for the asymmetric synthesis of a novel β-hydroxy-α-amino acid deriverative to be used in the preparation of the natural product MPC1001 and analogs has been developed. The amino acid was efficiently prepared in six steps via a Mukaiyama aldol reaction via a diphenyloxazinone and 3-bromo-4-methoxybenzaldehyde.

Entities:  

Year:  2012        PMID： 22287813      PMCID： PMC3265114          DOI： 10.1016/j.tetlet.2011.11.069

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  14 in total

1.  MPC1001, a new antitumor antibiotic produced by Cladorrhinum sp.

Authors:  Noriko Tsumagari; Ryuichiro Nakai; Hideyuki Onodera; Atsuhiro Hasegawa; Endang S Rahayu; Katsuhiko Ando; Yoshinori Yamashita
Journal:  J Antibiot (Tokyo)       Date:  2004-08       Impact factor: 2.649

Review 2.  The epipolythiodioxopiperazine (ETP) class of fungal toxins: distribution, mode of action, functions and biosynthesis.

Authors:  Donald M Gardiner; Paul Waring; Barbara J Howlett
Journal:  Microbiology       Date:  2005-04       Impact factor: 2.777

3.  Studies on fungal products. IX. Dethiosecoemestrin, a new metabolite related to emestrin, from Emericella striata.

Authors:  H Seya; K Nozawa; S Udagawa; S Nakajima; K Kawai
Journal:  Chem Pharm Bull (Tokyo)       Date:  1986-06       Impact factor: 1.645

4.  Molecular structure of bisdethiodi(methylthio)acetylaranotin including absolute configuration.

Authors:  J W Moncrief
Journal:  J Am Chem Soc       Date:  1968-11-06       Impact factor: 15.419

5.  Synthetic studies on quinine: quinuclidine construction via a ketone enolate regio- and diastereoselective Pd-mediated allylic alkylation.

Authors:  Deidre M Johns; Makoto Mori; Robert M Williams
Journal:  Org Lett       Date:  2006-08-31       Impact factor: 6.005

6.  A unified strategy targeting the thiodiketopiperazine mycotoxins exserohilone, gliotoxin, the epicoccins, the epicorazines, rostratin A and aranotin.

Authors:  Ulrike Gross; Martin Nieger; Stefan Bräse
Journal:  Chemistry       Date:  2010-08-31       Impact factor: 5.236

7.  Structures of novel epipolythiodioxopiperazines, emethallicins B, C, and D, potent inhibitors of histamine release, from Emericella heterothallica.

Authors:  N Kawahara; K Nozawa; M Yamazaki; S Nakajima; K Kawai
Journal:  Chem Pharm Bull (Tokyo)       Date:  1990-01       Impact factor: 1.645

8.  C1-symmetric oxazolinyl sulfoximines as ligands in copper-catalyzed asymmetric mukaiyama aldol reactions.

Authors:  Jörg Sedelmeier; Tim Hammerer; Carsten Bolm
Journal:  Org Lett       Date:  2008-01-29       Impact factor: 6.005

9.  Asymmetric synthesis of the ABC-ring system of the antitumor antibiotic MPC1001.

Authors:  Jianbiao Peng; Derrick L J Clive
Journal:  J Org Chem       Date:  2009-01-16       Impact factor: 4.354

10.  Structure of a novel epidithiodioxopiperazine, emethallicin A, a potent inhibitor of histamine release from Emericella heterothallica.

Authors:  N Kawahara; S Nakajima; M Yamazaki; K Kawai
Journal:  Chem Pharm Bull (Tokyo)       Date:  1989-10       Impact factor: 1.645
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  1 in total

Review 1.  The Oxepane Motif in Marine Drugs.

Authors:  Héctor Barbero; Carlos Díez-Poza; Asunción Barbero
Journal:  Mar Drugs       Date:  2017-11-15       Impact factor: 5.118
  1 in total

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