Concise asymmetric total synthesis of obolactone

Jiyong Zhang; Yang Li; Wenkuan Wang; Xuegong She; Xinfu Pan

doi:10.1021/jo060028e

Concise asymmetric total synthesis of obolactone

J Org Chem. 2006 Mar 31;71(7):2918-21. doi: 10.1021/jo060028e.

Authors

Jiyong Zhang¹, Yang Li, Wenkuan Wang, Xuegong She, Xinfu Pan

Affiliation

¹ Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China.

PMID: 16555857
DOI: 10.1021/jo060028e

Abstract

The first efficient asymmetric synthesis of obolactone 1 has been accomplished in 11 steps and with a 15% overall yield in which Brown's enantioselective allylation reactions and ring-closing metathesis reaction are key steps.

Publication types

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

MeSH terms

Aldehydes / chemistry
Butanones / chemistry
Lactones / chemical synthesis*
Lactones / chemistry
Magnolia / chemistry*
Molecular Structure
Stereoisomerism

Substances

Aldehydes
Butanones
Lactones
obolactone
benzylideneacetone