Difference between revisions of "Birman's synthesis of sceptrin"

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== Synthesis of Sceptrin (2nd Generation) ==
 
== Synthesis of Sceptrin (2nd Generation) ==
 
[[Image:Synthesis_of_Sceptrin.jpg‎]]
 
[[Image:Synthesis_of_Sceptrin.jpg‎]]
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[[Image:Synthesis_of_Sceptrin_II.jpg‎]]
  
  

Revision as of 12:04, 20 April 2007

Background

        Sceptrin is a useful naturally occurring product. found Agelas sceptrum, which is a sponge that inhabits the Glover Reef in Belize. The chemical has anti-bacterial, antiviral, and anti-histaminic properties. Sceptrin also has anti-muscarinic properties. The term muscarinic is derived from Muscarine, which is an alkaloid poison found in certain fungi.

Retrosynthesis

File:Synthesis of Sceptrin IV.jpg


Synthesis of Starting compound

File:Synthesis of Sceptrin III.jpg


Synthesis of Sceptrin (2nd Generation)

File:Synthesis of Sceptrin.jpg File:Synthesis of Sceptrin II.jpg




References

  1. Birman, V. B.; Jiang, X.-T., "Synthesis of Sceptrin Alkaloids," Org. Lett. 2004 6(14); 2369-2371. DOI: 10.1021/ol049283g
  2. Baran, P. S.; Zografos, A. L.; O'Malley, D. P. "Short Total Synthesis of (±)-Sceptrin" J. Am. Chem. Soc. 2004 126(12); 3726-3727. DOI: 10.1021/ja049648s