| dc.contributor.author |
Couladouros, EA |
en |
| dc.contributor.author |
Moutsos, VI |
en |
| dc.contributor.author |
Lampropoulou, M |
en |
| dc.contributor.author |
Little, JL |
en |
| dc.contributor.author |
Hyatt, JA |
en |
| dc.date.accessioned |
2014-06-06T06:47:59Z |
|
| dc.date.available |
2014-06-06T06:47:59Z |
|
| dc.date.issued |
2007 |
en |
| dc.identifier.issn |
00223263 |
en |
| dc.identifier.uri |
http://dx.doi.org/10.1021/jo0705418 |
en |
| dc.identifier.uri |
http://62.217.125.90/xmlui/handle/123456789/3902 |
|
| dc.subject.other |
Asymmetric synthesis |
en |
| dc.subject.other |
Chromanmethanol precursors |
en |
| dc.subject.other |
Chromanmethanols |
en |
| dc.subject.other |
Enantiomeric excess |
en |
| dc.subject.other |
Enantiomers |
en |
| dc.subject.other |
Enzyme activity |
en |
| dc.subject.other |
Phenols |
en |
| dc.subject.other |
Synthesis (chemical) |
en |
| dc.subject.other |
Methanol |
en |
| dc.subject.other |
alpha tocotrienol |
en |
| dc.subject.other |
beta tocotrienol derivative |
en |
| dc.subject.other |
chroman derivative |
en |
| dc.subject.other |
delta tocotrienol derivative |
en |
| dc.subject.other |
gamma tocotrienol derivative |
en |
| dc.subject.other |
methanol derivative |
en |
| dc.subject.other |
phenol |
en |
| dc.subject.other |
unclassified drug |
en |
| dc.subject.other |
article |
en |
| dc.subject.other |
chemical reaction |
en |
| dc.subject.other |
chemical structure |
en |
| dc.subject.other |
enantiomer |
en |
| dc.subject.other |
enzyme mechanism |
en |
| dc.subject.other |
optics |
en |
| dc.subject.other |
precursor |
en |
| dc.subject.other |
quantum yield |
en |
| dc.subject.other |
reaction analysis |
en |
| dc.subject.other |
Chromans |
en |
| dc.subject.other |
Methanol |
en |
| dc.subject.other |
Methylation |
en |
| dc.subject.other |
Molecular Structure |
en |
| dc.subject.other |
Stereoisomerism |
en |
| dc.subject.other |
Vitamin E |
en |
| dc.title |
A short and convenient chemical route to optically pure 2-methyl chromanmethanols. Total asymmetric synthesis of β-, γ-, and δ-tocotrienols |
en |
| heal.type |
journalArticle |
en |
| heal.identifier.primary |
10.1021/jo0705418 |
en |
| heal.publicationDate |
2007 |
en |
| heal.abstract |
(Chemical Equation Presented) With use of inexpensive commercially available raw materials, chromanmethanol precursors to the natural β-, γ-, and δ-tocotrienols have been prepared in high yield. Enzymatic resolution afforded chiral chromanmethanols in high enantiomeric excess. Subsequent attachment of the farnesyl side chain was high yielding, thus allowing the preparation of asymmetric β-, γ-, and δ-tocotrienols in one final step wherein simultaneous deprotection of the phenol and removal of the sulfone group occurs. This chemistry provides the first synthesis of natural-series β-tocotrienol. © 2007 American Chemical Society. |
en |
| heal.journalName |
Journal of Organic Chemistry |
en |
| dc.identifier.issue |
18 |
en |
| dc.identifier.volume |
72 |
en |
| dc.identifier.doi |
10.1021/jo0705418 |
en |
| dc.identifier.spage |
6735 |
en |
| dc.identifier.epage |
6741 |
en |