Novel approach for the stereocontrolled construction of eudesmane skeleton: a concise synthesis of (+/-)-balanitol

Z Zhang; W D Li; Y Li

doi:10.1021/ol016230f

Novel approach for the stereocontrolled construction of eudesmane skeleton: a concise synthesis of (+/-)-balanitol

Org Lett. 2001 Aug 9;3(16):2555-7. doi: 10.1021/ol016230f.

Authors

Z Zhang¹, W D Li, Y Li

Affiliation

¹ National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.

PMID: 11483059
DOI: 10.1021/ol016230f

Abstract

[structure: see text] A novel method for the stereocontrolled construction of the eudesmane ring system based on a cationic cyclization is presented, and the approach is exemplified in a short and efficient total synthesis of (+/-)-balanitol (2).

Publication types

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

MeSH terms

Catalysis
Cyclization
Hydrogenation
Indicators and Reagents
Japan
Molecular Conformation
Naphthalenes / chemical synthesis*
Naphthalenes / chemistry
Plants, Medicinal / chemistry
Sesquiterpenes*
Sesquiterpenes, Eudesmane*
Stereoisomerism

Substances

Indicators and Reagents
Naphthalenes
Sesquiterpenes
Sesquiterpenes, Eudesmane
balanitol
eudesmane