Stereochemistry of the lipoxygenase-catalyzed allylic hydroperoxide→oxiranylcarbinol rearrangements

✍ Scribed by E.J. Corey; Mukund M. Mehrotra

• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 138 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)99811-9

✦ Synopsis

The anaerobic rearrangement of 15-@-HPETE (1) which is effected by the enzyme soybean lipoxygenase -type I leads stereospecifically to the hydroxy-epoxide 2_ by a cis addition of two oxygens to the 13,14-double bond.