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Photodegradation of some 14,15-bisnorlabdene-13-ones, derived from larixol. Synthesis of drimanic dienes with functional groups at C-6
Authors:Pavel F. Vlad  Alexandru G. Ciocarlan  Calin Deleanu  Oana Costan  Yurii A. Simonov  Janusz Lipkowski  Aede de Groot
Affiliation:a Institute of Chemistry, Academy of Sciences of the Republic of Moldova, Academiei str. 3, MD-2028 Chisinau, Republic of Moldova
b Institute of Organic Chemistry of the Romanian Academy, Spl. Independentei 202B, PO Box 35-98, Ro-71141 Bucharest, Romania
c National NMR Laboratory, PO Box 35-98, Ro-71141 Bucharest, Romania
d Institute of Applied Physics, Academy of Sciences of the Republic of Moldova, Academiei str. 5, MD-2028 Chisinau, Republic of Moldova
e Institute of Physical Chemistry of the Polish Academy of Sciences, Kasprzaka 44/52, Warzawa PL-01224, Poland
f Faculty of Chemistry, University of Wroclaw, Joliot-Curie 14, 50-383 Wroclaw, Poland
g Laboratory of Organic Chemistry, Wageningen University, Driejenplein 8, 6703 HB Wageningen, The Netherlands
Abstract:Valuable chiral drimanic dienic synthons have been prepared by a photolytic Norrish type II degradation of the corresponding 14,15-bisnorlabdene-13-ones. Minor by-products with unexpected bi- and tricyclic structures were formed and some of them were isolated and identified.
Keywords:Larixol   14,15-Bisnorlabdene-13-ones   Chiral drimane synthons   Photolysis   Norrish type II reactions
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