Open AccessSynthesis and Photooxygenation of the Methyl Ester of 11-Homodrim-6,8(9)-Diene-12-Oic Acid
Author(s) -
Andrei Biriiac
Publication year - 2011
Publication title -
chemistry journal of moldova
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.275
H-Index - 5
eISSN - 2345-1688
pISSN - 1857-1727
DOI - 10.19261/cjm.2011.06(2).17
Subject(s) - photooxygenation , chemistry , diene , yield (engineering) , organic chemistry , tetraphenylporphyrin , ene reaction , medicinal chemistry , porphyrin , singlet oxygen , oxygen , natural rubber , materials science , metallurgy
Starting with the methyl 11-homodrim-8-ene-7-oxo-12-oate a two steps synthesis of methyl-11-homodrim-6,8(9)-diene-12-oate was accomplished in 87% overall yield, which on photooxygenation in the presence of tetraphenylporphyrin gave a mixture of methyl esters of 11-homodrim-7-ene-6α,9α-peroxy-12-oic and 11-homodrim-5,8-diene-7-oxo-12-oic acids 21% and 54% yields, respectively.