Toward the total synthesis of goniodomin A, an actin-targeting marine polyether macrolide: convergent synthesis of the C15-C36 segment

Tomoyuki Saito; Haruhiko Fuwa; Makoto Sasaki

doi:10.1021/ol902217q

Toward the total synthesis of goniodomin A, an actin-targeting marine polyether macrolide: convergent synthesis of the C15-C36 segment

Org Lett. 2009 Nov 19;11(22):5274-7. doi: 10.1021/ol902217q.

Authors

Tomoyuki Saito¹, Haruhiko Fuwa, Makoto Sasaki

Affiliation

¹ Graduate School of Life Sciences, Tohoku University, 1-1 Tsutsumidori-amamiya, Aoba-ku, Sendai 981-8555, Japan.

PMID: 19905029
DOI: 10.1021/ol902217q

Abstract

Stereoselective convergent synthesis of the C15-C36 segment of goniodomin A, an actin-targeting marine polyether macrolide natural product, has been achieved. The present synthesis features palladium(0)-catalyzed, copper(I)-mediated Liebeskind-Srogl cross-coupling as the fragment assembly process.

Publication types

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

MeSH terms

Catalysis
Copper / chemistry
Ethers / chemical synthesis*
Ethers / chemistry
Macrolides / chemical synthesis*
Macrolides / chemistry
Molecular Structure
Palladium / chemistry
Stereoisomerism

Substances

Ethers
Macrolides
goniodomin A
Palladium
Copper