Synthesis and Photooxygenation of the Methyl Ester of 11-Homodrim-6,8(9)-Diene-12-Oic Acid | Zendy

Andrei Biriiac | Zendy

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Synthesis 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.

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