Synthetic studies toward gambierol. Convergent synthesis of the octacyclic polyether core

H Fuwa; M Sasaki; K Tachibana

doi:10.1021/ol0166597

Synthetic studies toward gambierol. Convergent synthesis of the octacyclic polyether core

Org Lett. 2001 Nov 1;3(22):3549-52. doi: 10.1021/ol0166597.

Authors

H Fuwa¹, M Sasaki, K Tachibana

Affiliation

¹ Department of Chemistry, Graduate School of Science, The University of Tokyo, and CREST, Japan Science and Technology Corporation, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

PMID: 11678705
DOI: 10.1021/ol0166597

Abstract

[structure: see text]. A convergent synthetic route to the octacyclic polyether core of gambierol, a marine polycyclic ether toxin, has been developed. The synthesis involves construction of two fragments representing the ABC and EFGH ring systems followed by their coupling via a B-alkyl Suzuki reaction.

Publication types

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

MeSH terms

Animals
Ciguatoxins*
Ethers, Cyclic / chemical synthesis*
Eukaryota / chemistry*
Indicators and Reagents
Marine Toxins / chemical synthesis*
Polycyclic Compounds / chemical synthesis*

Substances

Ethers, Cyclic
Indicators and Reagents
Marine Toxins
Polycyclic Compounds
gambierol
Ciguatoxins