Total synthesis of the terpenoid buddledone A: 11-membered ring-closing metathesis

Zhengxin Cai; Nattawut Yongpruksa; Michael Harmata

doi:10.1021/ol300400x

Total synthesis of the terpenoid buddledone A: 11-membered ring-closing metathesis

Org Lett. 2012 Apr 6;14(7):1661-3. doi: 10.1021/ol300400x. Epub 2012 Mar 20.

Authors

Zhengxin Cai¹, Nattawut Yongpruksa, Michael Harmata

Affiliation

¹ Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA.

PMID: 22432972
DOI: 10.1021/ol300400x

Abstract

The first total synthesis of buddledone A was accomplished in seven steps from methyl ethyl ketone (MEK). The key step in the sequence featured an 11-membered ring formation by ring-closing metathesis.

Publication types

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

MeSH terms

Buddleja / chemistry
Butanones / chemistry*
Catalysis
Cyclization
Molecular Structure
Sesquiterpenes / chemical synthesis*
Sesquiterpenes / chemistry

Substances

Butanones
Sesquiterpenes
buddledone A
methylethyl ketone