Literature DB >> 11869102

Enantiospecific, stereospecific total synthesis of (+)-majvinine, (+)-10-methoxyaffinisine, and (+)-N(a)-methylsarpagine as well as the total synthesis of the Alstonia bisindole macralstonidine.

Shuo Zhao1, Xuebin Liao, James M Cook.   

Abstract

[structure: see text] The enantiospecific stereospecific total synthesis of majvinine 1a, 10-methoxyaffinisine 1b, and N(a)-methylsarpagine 1c are reported; this method has also resulted in the total synthesis of the Alstonia bisindole macralstonidine 2.

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Year:  2002        PMID： 11869102     DOI： 10.1021/ol010222h

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


  12 in total

1.  Aza-[3 + 3] Annulations: A New Unified Strategy in Alkaloid Synthesis.

Authors:  Grant S Buchanan; John B Feltenberger; Richard P Hsung
Journal:  Curr Org Synth       Date:  2010-08-01       Impact factor: 1.975

2.  A Catalytic Intermolecular Formal Ene Reaction between Ketone-Derived Silyl Enol Ethers and Alkynes.

Authors:  Stephen D Holmbo; Nicole A Godfrey; Joshua J Hirner; Sergey V Pronin
Journal:  J Am Chem Soc       Date:  2016-09-16       Impact factor: 15.419

3.  Diethyl 2-{[3-(2,4,6-trimethyl-benz-yl)-1-phenyl-sulfonyl-1H-indol-2-yl]methyl-idene}propane-dioate.

Authors:  B Saravanan; V Dhayalan; A K Mohanakrishnan; G Chakkaravarthi; V Manivannan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-05-29

4.  Ethyl 1-acetyl-1H-indole-3-carboxyl-ate.

Authors:  Tasneem Siddiquee; Shahid Islam; Dennis Bennett; Matthias Zeller; Mahmun Hossain
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-07-08

5.  General approach to the total synthesis of 9-methoxy-substituted indole alkaloids: synthesis of mitragynine, as well as 9-methoxygeissoschizol and 9-methoxy-N(b)-methylgeissoschizol.

Authors:  Jun Ma; Wenyuan Yin; Hao Zhou; Xuebin Liao; James M Cook
Journal:  J Org Chem       Date:  2009-01-02       Impact factor: 4.354

6.  Total synthesis of the strychnos alkaloid (+)-minfiensine: tandem enantioselective intramolecular Heck-iminium ion cyclization.

Authors:  Amy B Dounay; Philip G Humphreys; Larry E Overman; Aaron D Wrobleski
Journal:  J Am Chem Soc       Date:  2008-02-28       Impact factor: 15.419

Review 7.  Sarpagine and Related Alkaloids.

Authors:  Ojas A Namjoshi; James M Cook
Journal:  Alkaloids Chem Biol       Date:  2015-10-09

8.  Phen-yl(1-phenyl-sulfonyl-1H-indol-2-yl)methanone.

Authors:  S Ranjith; A Subbiahpandi; E Govindan; V Dhayalan; A K Mohanakrishnan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-03-12

9.  (1-Phenyl-sulfonyl-1H-indol-2-yl)(thio-phen-2-yl)methanone.

Authors:  C Kamalakumar; V Dhayalan; A K Mohanakrishnan; V Balasubramanian; V Manivannan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-02-26

Review 10.  Bisindole Alkaloids from the Alstonia Species: Recent Isolation, Bioactivity, Biosynthesis, and Synthesis.

Authors:  Kamal P Pandey; Md Toufiqur Rahman; James M Cook
Journal:  Molecules       Date:  2021-06-07       Impact factor: 4.411
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