First total synthesis of (-)- and (+)-6-O-desmethylantofine

Meng Wu; Ling Li; Bo Su; Zhihui Liu; Qingmin Wang

doi:10.1039/c0ob00287a

First total synthesis of (-)- and (+)-6-O-desmethylantofine

Org Biomol Chem. 2011 Jan 7;9(1):141-5. doi: 10.1039/c0ob00287a. Epub 2010 Nov 4.

Authors

Meng Wu¹, Ling Li, Bo Su, Zhihui Liu, Qingmin Wang

Affiliation

¹ State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, People's Republic of China.

PMID: 21049137
DOI: 10.1039/c0ob00287a

Abstract

The first total synthesis of (-)-6-O-desmethylantofine (A) and its unnatural enantiomer (+)-6-O-desmethylantofine (B) is described. The synthetic route is efficient and practical with easily available glutamic acid dimethyl ester hydrochloride as the chiral material under mild conditions.

Publication types

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

MeSH terms

Indolizines / chemical synthesis*
Isoquinolines / chemical synthesis*
Molecular Structure
Phenanthrolines / chemical synthesis*
Stereoisomerism

Substances

Indolizines
Isoquinolines
Phenanthrolines