Synthesis of (R)‐6,7‐Dihydro‐5‐HETE Lactone and (S)‐6,7‐Dihydro‐5‐HETE Lactone by Using Novel Yeast Reduction as a Key Reaction.

Abstract

Hormones Hormones U 1000Synthesis of (R)-6,7-Dihydro-5-HETE Lactone and (S)-6,7-Dihydro-5-HETE Lactone by Using Novel Yeast Reduction as a Key Reaction. -The title compounds (XI) are prepared for biological studies in the arachidonic acid metabolism.-(YAMAUCHI*, S.; TAKEDA, K.; GANAHA, M.; KINOSHITA, Y.; J. Chem.

Syntheses of All Stereoisomers of Goniodiol from Yeast-Reduction Products and Their Antimicrobiological Activity

“…NMR C (CDCl 3 ): 22. 2,24.4,27.08,27.14,35.0,47.6,75.6,81.4,83.2,108.4,126.9,128.3,128.5,137.7. Anal.…”

New Method for Synthesizing the Intermediates to 5-HETE from Yeast-mediated Reduction Products by Employing Baeyer-Villiger Oxidation with Complete Retention of Enantiomeric Excess

“…[3][4][5][6][7][8][9] In previous work using aldehyde 2 as an intermediate for the synthesis of 5-HETE, 7) the lower optical purity of (＋)-(R)-2 resulted in a lower enantiomeric excess (95z ee) of (5R)-HETE 1 than that of (5S )-HETE 1 (99z ee). In this present study, the respective transformation of yeast-mediated reduction products 3 and 4 10) to (＋)-(R)-2 and (-)-(S )-2 by employing Baeyer-Viliiger oxidation with complete retention of the enantiomeric excess is described (Schemes 1 and 2).…”