Toward the total synthesis of disorazole A(1) and C(1): asymmetric synthesis of a masked southern segment

Ingo V Hartung; Barbara Niess; Lars Ole Haustedt; H Martin R Hoffmann

doi:10.1021/ol026468j

Toward the total synthesis of disorazole A(1) and C(1): asymmetric synthesis of a masked southern segment

Org Lett. 2002 Sep 19;4(19):3239-42. doi: 10.1021/ol026468j.

Authors

Ingo V Hartung¹, Barbara Niess, Lars Ole Haustedt, H Martin R Hoffmann

Affiliation

¹ Department of Organic Chemistry, University of Hannover, Schneiderberg 1B, Germany.

PMID: 12227758
DOI: 10.1021/ol026468j

Abstract

[reaction: see text] A highly convergent asymmetric synthesis of the masked southern segment of the antimitotic agent disorazole A(1) involves a Sonogashira coupling between a C1'-C10' enyne and a suitably protected C11'-C19' vinyl iodide. The central E,Z,Z-triene moiety is masked as a more stable ynediene.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Macrolides
Molecular Structure
Myxococcales / chemistry
Oxazoles / chemical synthesis*
Oxazoles / chemistry*

Substances

Macrolides
Oxazoles
disorazole C1
disorazpole A1