Literature DB >> 17268613

Indolizidine and quinolizidine alkaloids.

Joseph P Michael1.   

Abstract

This review covers the isolation, structure determination, synthesis, chemical transformations and biological activity of indolizidine and quinolizidine alkaloids. Included in the review are the hydroxylated indolizidines lentiginosine, swainsonine, castanospermine and their analogues; alkaloids from animal sources, including ants, amphibians and beetles; indolizidine alkaloids from the genera Polygonatum, Prosopis and Elaeocarpus; indolizidine and phenanthroindolizidine alkaloids; alkylquinolizidine alkaloids, including myrtine, epimyrtine, plumerinine and Lycopodium metabolites; Lythraceae and Nuphar alkaloids; lupine alkaloids; and alkaloids from marine sources. 150 references are cited.

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Year:  2007        PMID： 17268613     DOI： 10.1039/b509525p

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN： 0265-0568            Impact factor:   13.423


  28 in total

1.  Synthesis of 6- and 7-membered cyclic enaminones: scope and mechanism.

Authors:  Micah J Niphakis; Brandon J Turunen; Gunda I Georg
Journal:  J Org Chem       Date:  2010-10-15       Impact factor: 4.354

2.  Iminium Ion Cascade Reactions: Stereoselective Synthesis of Quinolizidines and Indolizidines.

Authors:  Shawn M Amorde; Ivan T Jewett; Stephen F Martin
Journal:  Tetrahedron       Date:  2009-04-19       Impact factor: 2.457

3.  An aza-Prins cyclization approach to functionalized indolizidines from 2-allylpyrrolidines.

Authors:  Xiaoxi Liu; Michael P McCormack; Stephen P Waters
Journal:  Org Lett       Date:  2012-10-25       Impact factor: 6.005

4.  A convergent stereoselective synthesis of quinolizidines and indolizidines: chemoselective coupling of 2-hydroxymethyl-substituted allylic silanes with imines.

Authors:  Dexi Yang; Glenn C Micalizio
Journal:  J Am Chem Soc       Date:  2009-12-09       Impact factor: 15.419

5.  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

6.  Synthesis of functionalized indolizidines through Pauson-Khand cycloaddition of 2-allylpyrrolidines.

Authors:  Michael P McCormack; Stephen P Waters
Journal:  J Org Chem       Date:  2013-01-23       Impact factor: 4.354

7.  Perfluorinated Taddol Phosphoramidite as an L,Z-Ligand on Rh(I) and Co(-I): Evidence for Bidentate Coordination via Metal-C6F5 Interaction.

Authors:  Derek M Dalton; Anthony K Rappé; Tomislav Rovis
Journal:  Chem Sci       Date:  2013-05-01       Impact factor: 9.825

8.  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

9.  Enantioselective rhodium-catalyzed [2 + 2 + 2] cycloadditions of terminal alkynes and alkenyl isocyanates: mechanistic insights lead to a unified model that rationalizes product selectivity.

Authors:  Derek M Dalton; Kevin M Oberg; Robert T Yu; Ernest E Lee; Stéphane Perreault; Mark Emil Oinen; Melissa L Pease; Guillaume Malik; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

10.  Asymmetric total synthesis of alkaloids 223A and 6-epi-223A.

Authors:  Partha Ghosh; Weston R Judd; Timothy Ribelin; Jeffrey Aubé
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005
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