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Biomimetic chromanol cyclisation : a common route to to α-Tocotrienol and α-Tocopherol

Chapelat, Julien and Chougnet, Antoinette and Woggon, Wolf-D.. (2009) Biomimetic chromanol cyclisation : a common route to to α-Tocotrienol and α-Tocopherol. European journal of organic chemistry, 2009, H. 13. pp. 2069-2076.

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Official URL: http://edoc.unibas.ch/dok/A5260116

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Abstract

A common synthetic route to alpha-tocotrienol and alpha-tocopherol has been accomplished by a biomimetic cyclization that yields the chromanol ring.  The chirality at C2 of the chromanol was induced by a covalently attached chiral dipeptide.  Its terminal Asp participates in the enantioface-selective protonation of the double bond of the alpha-tocotrienol precursor I.  alpha-Tocotrienol was diastereoselectively hydrogenated to alpha-tocopherol.
Faculties and Departments:05 Faculty of Science
05 Faculty of Science > Departement Chemie > Chemie
UniBasel Contributors:Woggon, Wolf-Dietrich
Item Type:Article, refereed
Article Subtype:Research Article
Bibsysno:Link to catalogue
Publisher:Wiley-VCH Verlag
ISSN:1434-193X
Note:Publication type according to Uni Basel Research Database: Journal article
Last Modified:22 Mar 2012 14:29
Deposited On:22 Mar 2012 14:06

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