✦ LIBER ✦

Fatty acids, part 29: Methyl 12-mesyloxyoleate as a source of cyclopropane esters and of conjugated octadecadienoates

✍ Scribed by F.D. Gunstone; A.I. Said

Book ID: 103039945
Publisher: Elsevier Science
Year: 1971
Tongue: English
Weight: 557 KB
Volume: 7
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(71)90026-0

No coin nor oath required. For personal study only.

✦ Synopsis

Methyl 12-mesyloxyoleate is readily converted into methyl 9-methoxy (acetoxy, hydroxy)-10,11-methyleneheptadecanoate by reaction with methanol (acetic acid, or water) in a suitably buffered solution. Under acidic conditions the major product is methyl 12-methoxy (acetoxy, hydroxy)elaidate. Elimination is the predominant reaction under other conditions and high yields of the 9cl It (DBU or DBN) and 9c12t (reactions in triglyme) octadecadienoates are obtained with the indicated reagents. * Part 28: Chem. Phys. Lipids6 (1971) 147.

📜 SIMILAR VOLUMES

Fatty acids, part 20: The base-catalysed

Fatty acids, part 20: The base-catalysed rearrangement of vernolic and other epoxy esters: The partial synthesis of methyl coriolate, methyl dimorphecolate, and some conjugated polyenoic esters by a possible biosynthetic route

✍ H.B.S. Conacher; F.D. Gunstone 📂 Article 📅 1969 🏛 Elsevier Science 🌐 English ⚖ 524 KB

Meth) l ,,ernolate ~s rearranged to methyl cor~olate by hthmna dJeth)lamlde at 0 C Jn about 60 "o y~eld Dehydration of th~s hydroxy ester yields a mixture of octadecatr~enoates By SMlllar reactions hnole~c ester has been con,mrted to racemlc corlohc ester and to racem~c dJmorphecohc ester, and hnole