A Simple Biomimetic Synthesis of Styelsamine B

David Skyler and Clayton H. Heathcock*
Center for New Directions in Organic Synthesis, Department of Chemistry, University of California, Berkeley, California 94720
Org. Lett., 2001, 3 (26), pp 4323–4324
DOI: 10.1021/ol010262l
Publication Date (Web): December 7, 2001
Copyright © 2001 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, heathcock@cchem.berkeley.edu

Abstract

Abstract Image

An extremely rapid, low cost, and environmentally friendly entry into the pyridoacridine family of alkaloids has been devised, as demonstrated here by the first total synthesis of styelsamine B (3) and its oxidation to the quinoneimine cystodytin J (4). The known reaction of cystodytin J with methanethiol makes this a formal synthesis of diplamine.

Tools

History

  • Published In Issue December 27, 2001
  • Received November 7, 2001

Recommend & Share

Related Content

Other ACS content by these authors: