cis/trans-ozonides of cycloolefins

✍ Scribed by Griesbaum, Karl ;Ball, Volker ;Beck, Johannes ;McCullough, Kevin

• Book ID: 102904226
• Publisher: John Wiley and Sons
• Year: 1995
• Tongue: English
• Weight: 743 KB
• Volume: 1995
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.1995199511279

✦ Synopsis

Abstract

Ozonolyses in pentane of the unsubstituted cycloolefins having eleven‐, twelve‐, fourteen‐ and sixteen‐membered rings (1b‐e) and of cyclohexadecen‐8‐one (12) gave the corresponding cis‐ (2b‐e; cis‐15a) and trans‐ozonides (3b‐e; trans‐15a), whereas cyclodecene (1a) gave only the corresponding cis‐ozonide (2a). Ozonolyses on polyethylene of the dimethyl‐substituted cycloolefins bearing fourteen‐ and sixteen‐membered rings (7b, c) also afforded cis‐ and trans‐isomeric ozonides (8, 9), whereas from the twelve‐membered ring (7a) only the corresponding cis‐ozonide (8a) was formed.