Literature DB >> 18680309

Expedient total syntheses of WIN 64745 and WIN 64821.

Carlos Pérez-Balado1, Angel R de Lera.   

Abstract

Bispyrrolidinoindoline diketopiperazine alkaloids were synthesized from a common intermediate in seven steps from commercially available amino acids. This versatile synthetic strategy has led to the accomplishment of the first total synthesis of heterodimeric WIN 64745 and a novel approach to homodimeric WIN 64821.

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Year:  2008        PMID: 18680309     DOI: 10.1021/ol8013073

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  11 in total

1.  Concise Total Synthesis of (+)-Asperazine, (+)-Pestalazine A, and (+)-iso-Pestalazine A. Structure Revision of (+)-Pestalazine A.

Authors:  Richard P Loach; Owen S Fenton; Mohammad Movassaghi
Journal:  J Am Chem Soc       Date:  2016-01-19       Impact factor: 15.419

2.  Total synthesis of (+)-gliocladin C enabled by visible-light photoredox catalysis.

Authors:  Laura Furst; Jagan M R Narayanam; Corey R J Stephenson
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-12       Impact factor: 15.336

3.  Application of diazene-directed fragment assembly to the total synthesis and stereochemical assignment of (+)-desmethyl-meso-chimonanthine and related heterodimeric alkaloids.

Authors:  Stephen P Lathrop; Mohammad Movassaghi
Journal:  Chem Sci       Date:  2014-01-01       Impact factor: 9.825

Review 4.  Radical-mediated dimerization and oxidation reactions for the synthesis of complex alkaloids.

Authors:  Stephen P Lathrop; Justin Kim; Mohammad Movassaghi
Journal:  Chimia (Aarau)       Date:  2012       Impact factor: 1.509

5.  Studies towards the total synthesis of drimentine C. Preparation of the AB and CDEF ring fragments.

Authors:  Sarah M Pound; Steven J Underwood; Christopher J Douglas
Journal:  European J Org Chem       Date:  2020-03-19

6.  Concise Synthesis of (-)-Hodgkinsine, (-)-Calycosidine, (-)-Hodgkinsine B, (-)-Quadrigemine C, and (-)-Psycholeine via Convergent and Directed Modular Assembly of Cyclotryptamines.

Authors:  Petra Lindovska; Mohammad Movassaghi
Journal:  J Am Chem Soc       Date:  2017-11-20       Impact factor: 15.419

7.  Directed heterodimerization: stereocontrolled assembly via solvent-caged unsymmetrical diazene fragmentation.

Authors:  Mohammad Movassaghi; Omar K Ahmad; Stephen P Lathrop
Journal:  J Am Chem Soc       Date:  2011-08-01       Impact factor: 15.419

8.  Concise total synthesis and stereochemical revision of (+)-naseseazines A and B: regioselective arylative dimerization of diketopiperazine alkaloids.

Authors:  Justin Kim; Mohammad Movassaghi
Journal:  J Am Chem Soc       Date:  2011-09-02       Impact factor: 15.419

9.  Concise Total Synthesis of (+)-Gliocladins B and C.

Authors:  Nicolas Boyer; Mohammad Movassaghi
Journal:  Chem Sci       Date:  2012-03-30       Impact factor: 9.825

10.  Total Synthesis of Dimeric HPI Alkaloids.

Authors:  Xianfu Shen; Yongyun Zhou; Yongkai Xi; Jingfeng Zhao; Hongbin Zhang
Journal:  Nat Prod Bioprospect       Date:  2016-03-11
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