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Photochemical reactions. 147 th Communication . Further investigation of the photochemistry of 5,6‐epoxy‐5,6‐dihydro‐β‐ionone: Product formation via a carbonyl‐ylide intermediate
Author(s) -
O'Sullivan Anthony,
Frei Bruno,
Jeger Oskar
Publication year - 1986
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19860690305
Subject(s) - chemistry , ylide , racemization , photochemistry , ionone , excitation , medicinal chemistry , stereochemistry , electrical engineering , engineering
On π,π*‐excitation of the epoxyenone ( E )‐ 1 (λ = 254 nm, MeCN), in addition to the previously isolated compounds 2 – 9 , the new products 10 – 12 , derived from the ylide intermediate c were isolated. Further evidence for the ylide c was obtained by the rapid racemization of the optically active epoxyenone (−)‐( E )‐ 1 .