Asymmetric synthesis of alpha-tocopherol

Urs Hengartner; Antoinette Chougnet; Kegang Liu; Wolf-D Woggon

doi:10.1002/chem.200902754

Asymmetric synthesis of alpha-tocopherol

Chemistry. 2010 Jan 25;16(4):1306-11. doi: 10.1002/chem.200902754.

Authors

Urs Hengartner¹, Antoinette Chougnet, Kegang Liu, Wolf-D Woggon

Affiliation

¹ Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland.

PMID: 20013765
DOI: 10.1002/chem.200902754

Abstract

Alpha-tocopherol was synthesized from a chiral intermediate alpha-hydroxy ester by means of two ring-closing methods to yield the chromanol in 94% diastereomeric excess.

MeSH terms

Chromans / chemistry
Cyclization
Stereoisomerism
alpha-Tocopherol / chemical synthesis*
alpha-Tocopherol / chemistry

Substances

Chromans
2,2,5,7,8-pentamethyl-1-hydroxychroman
alpha-Tocopherol