Literature DB >> 21875056

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

Justin Kim1, Mohammad Movassaghi.   

Abstract

Concise and enantioselective total syntheses of (+)-naseseazines A and B are described. Our regioselective and directed dimerization of diketopiperazines provides their critical C3-C(sp(2)) linkages, an assembly with plausible biogenetic relevance. We revise the absolute stereochemistry of (+)-naseseazines A and B.

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Year:  2011        PMID： 21875056      PMCID： PMC3369503          DOI： 10.1021/ja206743v

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


  40 in total

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7.  Cyclopropylazetoindolines as precursors to C(3)-quaternary-substituted indolines.

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8.  Total synthesis of (+)-11,11'-dideoxyverticillin A.

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Journal:  Science       Date:  2009-04-10       Impact factor: 47.728

9.  Stereocontrolled and versatile total synthesis of bispyrrolidinoindoline diketopiperazine alkaloids: structural revision of the fungal isolate (+)-asperdimin.

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Journal:  Chemistry       Date:  2009-09-28       Impact factor: 5.236

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Journal:  J Am Chem Soc       Date:  2008-09-06       Impact factor: 15.419
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  34 in total

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Journal:  J Am Chem Soc       Date:  2016-01-19       Impact factor: 15.419

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

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5.  Lewis Acid Catalyzed Displacement of Trichloroacetimidates in the Synthesis of Functionalized Pyrroloindolines.

Authors:  Arijit A Adhikari; John D Chisholm
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6.  Straightforward Access to Hexahydropyrrolo[2,3-b]indole Core by a Regioselective C3-Azo Coupling Reaction of Arenediazonium Compounds with Tryptamines.

Authors:  David E Stephens; Oleg V Larionov
Journal:  European J Org Chem       Date:  2014-06-01

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

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Journal:  J Am Chem Soc       Date:  2017-11-20       Impact factor: 15.419

8.  Enantioselective Synthesis of Pyrroloindolines via Noncovalent Stabilization of Indole Radical Cations and Applications to the Synthesis of Alkaloid Natural Products.

Authors:  Emily C Gentry; Lydia J Rono; Martina E Hale; Rei Matsuura; Robert R Knowles
Journal:  J Am Chem Soc       Date:  2018-02-21       Impact factor: 15.419

9.  tBu3P-Coordinated 2-Phenylaniline-Based Palladacycle Complex As Precatalyst for Pd-Catalyzed Coupling Reactions of Aryl Halides with Polyfluoroarenes via C-H Activation Strategy.

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

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