cis/trans ‐ozonides of cycloolefins | Zendy

Griesbaum Karl | Zendy; Ball Volker | Zendy; Beck Johannes | Zendy; McCullough Kevin | Zendy

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cis/trans ‐ozonides of cycloolefins

Author(s) -

Griesbaum Karl,

Ball Volker,

Beck Johannes,

McCullough Kevin

Publication year - 1995

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.1995199511279

Subject(s) - chemistry , ozonide , pentane , ring (chemistry) , cis–trans isomerism , medicinal chemistry , stereochemistry , ozonolysis , organic chemistry

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.

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