The synthesis of methyl trihydroxyeicosatrienoates and related compounds /

Efficient syntheses for appropriately derivatized methyl 8R,9(R and S), 11R-trihydroxy-12-oxododeca-5Z-enoates (53, 59) via their respective 5,6-anhydro-3-deoxy-1,2-0-isopropylidene-(alpha)-D-hexofuranoses (18 and 38) are described. These aldehydes were subsequently converted to the corresponding me...

Full description

Bibliographic Details
Main Author: Luthe, Corinne Elizabeth.
Format: Others
Language:en
Published: McGill University 1981
Subjects:
Online Access:http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=68571
Description
Summary:Efficient syntheses for appropriately derivatized methyl 8R,9(R and S), 11R-trihydroxy-12-oxododeca-5Z-enoates (53, 59) via their respective 5,6-anhydro-3-deoxy-1,2-0-isopropylidene-(alpha)-D-hexofuranoses (18 and 38) are described. These aldehydes were subsequently converted to the corresponding methyl 8(R and S), 9(R and S), 11R-trihydroxy-eicosa-5Z,12E,14Z-trienoates (64, 72, 82, 91). Model studies towards the synthesis of 8R,11R,15(R and S)-trihydroxy-9S,12-oxyeicosa-5Z,13E-dienoic acids (1) were carried out.