A flexible approach toward trans-fused polycyclic tetrahydropyrans. A synthesis of prymnesin and yessotoxin units

Barry M Trost; Young Ho Rhee

doi:10.1021/ol048165q

A flexible approach toward trans-fused polycyclic tetrahydropyrans. A synthesis of prymnesin and yessotoxin units

Org Lett. 2004 Nov 11;6(23):4311-3. doi: 10.1021/ol048165q.

Authors

Barry M Trost¹, Young Ho Rhee

Affiliation

¹ Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu

PMID: 15524471
DOI: 10.1021/ol048165q

Abstract

Ru-catalyzed cycloisomerization and oxidative cyclization of bis-homopropargylic alcohols provide a rapid iterative approach to structural units of the ladder toxins.

Publication types

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

MeSH terms

Ethers, Cyclic / chemical synthesis*
Ethers, Cyclic / chemistry
Lipoproteins / chemical synthesis*
Lipoproteins / chemistry
Marine Toxins / chemical synthesis*
Marine Toxins / chemistry
Mollusk Venoms
Oxocins / chemical synthesis*
Oxocins / chemistry
Pyrans / chemistry*

Substances

Ethers, Cyclic
Lipoproteins
Marine Toxins
Mollusk Venoms
Oxocins
Pyrans
prymnesin
yessotoxin