Literature DB >> 11169681

An Enantiospecific Synthesis of the Potent Immunosuppressant FR901483 Dr. G. Scheffler and H. Seike contributed equally to this work. We thank Dr. L. B. Pasternack and Dr. D. H. Huang for NMR spectroscopic assistance, and Dr. G. Siuzdak for mass spectrometric assistance. We also thank Dr. S. Takase and Dr. H. Setoi from the Fujisawa Pharmaceutical Co. for physical data for FR901483. This work was generously supported by The Skaggs Institute for Chemical Biology, a grant from the Merck Research Laboratories, a Beckman Young Investigator Award to E.J.S., and a predoctoral fellowship from the Heiwa Nakajima Foundation to H.S.

Goetz Scheffler1, Hirofumi Seike, Erik J. Sorensen.   

Abstract

Year:  2000        PMID: 11169681     DOI: 10.1002/1521-3773(20001215)39:24<4593::aid-anie4593>3.0.co;2-x

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


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  9 in total

1.  A Synthesis of the Tricyclic Core Structure of FR901483 Featuring an Ugi Four-Component Coupling and a Remarkably Selective Elimination Reaction.

Authors:  Hirofumi Seike; Erik J Sorensen
Journal:  Synlett       Date:  2008-03-18       Impact factor: 2.454

2.  Synthetic studies toward (-)-FR901483 using a conjugate allylation to install the C-1 quaternary carbon.

Authors:  Dimitar B Gotchev; Daniel L Comins
Journal:  J Org Chem       Date:  2006-12-08       Impact factor: 4.354

3.  Transition Metal Free C-N Bond Forming Dearomatizations and Aryl C-H Aminations by in Situ Release of a Hydroxylamine-Based Aminating Agent.

Authors:  Joshua J Farndon; Xiaofeng Ma; John F Bower
Journal:  J Am Chem Soc       Date:  2017-09-27       Impact factor: 15.419

4.  Enantioselective synthesis of indolizidines bearing quaternary substituted stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of alkenyl isocyanates and terminal alkynes.

Authors:  Ernest E Lee; Tomislav Rovis
Journal:  Org Lett       Date:  2008-02-20       Impact factor: 6.005

Review 5.  [3,3]-Sigmatropic rearrangements: recent applications in the total synthesis of natural products.

Authors:  Elizabeth A Ilardi; Craig E Stivala; Armen Zakarian
Journal:  Chem Soc Rev       Date:  2009-09-02       Impact factor: 54.564

6.  Studies on a total synthesis of the microbial immunosuppresive agent FR901483.

Authors:  Jeffrey E Kropf; Ivona C Meigh; Magnus W P Bebbington; Steven M Weinreb
Journal:  J Org Chem       Date:  2006-03-03       Impact factor: 4.354

7.  Total synthesis of indolizidine alkaloid (-)-209D: overriding substrate bias in the asymmetric rhodium-catalyzed [2+2+2] cycloaddition.

Authors:  Robert T Yu; Ernest E Lee; Guillaume Malik; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

8.  Toward the total synthesis of FR901483: concise synthesis of the azatricyclic skeleton.

Authors:  Suvi T M Simila; Stephen F Martin
Journal:  J Org Chem       Date:  2007-06-08       Impact factor: 4.354

9.  Biosynthesis of the Immunosuppressant (-)-FR901483.

Authors:  Zhuan Zhang; Yui Tamura; Mancheng Tang; Tianzhang Qiao; Michio Sato; Yoshihiro Otsu; Satoshi Sasamura; Masatoshi Taniguchi; Kenji Watanabe; Yi Tang
Journal:  J Am Chem Soc       Date:  2020-12-29       Impact factor: 15.419

  9 in total

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