✦ LIBER ✦

Enantioselective syntheses of 10-oxo-11(E)-octadecen-13-olide and related fatty acid

✍ Scribed by Yoh-ichi Matsushita; Kazuhiro Sugamoto; Tsuyoshi Nakama; Takanao Matsui; Yoshiki Hayashi; Kazuo Uenakai

Book ID: 104257711
Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 183 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)01359-2

No coin nor oath required. For personal study only.

✦ Synopsis

The first, and short-step, syntheses of S and R enantiomers of 10-oxo-I l(E)-octadeeen-13-olide (1) and its seco-acid 2, cytotoxic fatty acid derivatives from corn, were achieved from linoleic acid (3) by the combined use of lipoxygenase-catalyzed asymmetric oxygenation and cobalt porphyrin-catalyzed reduction-oxygenation as key-step reactions.

📜 SIMILAR VOLUMES

ChemInform Abstract: Enantioselective Sy

ChemInform Abstract: Enantioselective Syntheses of 10-Oxo-11(E)-octadecen-13-olide and Related Fatty Acid.

✍ Y. MATSUSHITA; K. SUGAMOTO; T. NAKAMA; T. MATSUI; Y. HAYASHI; K. UENAKAI 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

Syntheses and reactions of methyl (Z)-9,

Syntheses and reactions of methyl (Z)-9,10-epoxy-13-oxo-(E)-11-octadecenoate and methyl (E)-9,10-epoxy-13-oxo-(E)-11-octadecenoate

✍ F.J. Hidalgo; R. Zamora; E. Vioque 📂 Article 📅 1992 🏛 Elsevier Science 🌐 English ⚖ 527 KB

The syntheses and reactions of two epoxyketoacids (methyl (Z)-9,10-epoxy-13-oxo-(E)-II-octadecenoate (IV) and methyl (E)-9,10-epoxy-13-oxo-(E)-ll-octadecenoate (V)) are described. The synthetic method is based on the stereoselective oxidation of linoleic acid by soybean lipoxygenase to produce the c