TY - JOUR
T1 - Photochemical behaviour of biased homo-conjugated ketones
T2 - Details of an oxa-di-π-methane rearrangement
AU - Zizuashvili, Jakob
AU - Abramson, Sarah
AU - Shmueli, Uri
AU - Fuchs, Benzion
PY - 1982
Y1 - 1982
N2 - The acetone sensitized irradiation of the three spiro[5.5]undeca-1,3-dien- 7-ones (1),(2), and (3) leads to two types of annelated bicyclo[3.1.0]hexen-2-yl ketone products, the structures of which were assigned by n.m.r. spectroscopy and confirmed by X-ray crystallography; the results are interpreted in terms of a substitution-influenced 1,2-acyl shift, involving one or both double bonds, with an oxa-di-π-methane type mechanism.
AB - The acetone sensitized irradiation of the three spiro[5.5]undeca-1,3-dien- 7-ones (1),(2), and (3) leads to two types of annelated bicyclo[3.1.0]hexen-2-yl ketone products, the structures of which were assigned by n.m.r. spectroscopy and confirmed by X-ray crystallography; the results are interpreted in terms of a substitution-influenced 1,2-acyl shift, involving one or both double bonds, with an oxa-di-π-methane type mechanism.
UR - http://www.scopus.com/inward/record.url?scp=5244374994&partnerID=8YFLogxK
U2 - 10.1039/C39820001375
DO - 10.1039/C39820001375
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AN - SCOPUS:5244374994
SN - 0022-4936
SP - 1375
EP - 1378
JO - Chemical Communications
JF - Chemical Communications
IS - 24
ER -