Convenient synthesis of a marine cyclopentanoid: untenone A
Autor: | Nobuyuki Imai, Takahiro Kunitada, Nobuo Tanaka, Tsutomu Inokuchi, Rikiya Omatsu, Junzo Nokami |
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Rok vydání: | 2010 |
Předmět: | |
Zdroj: | Tetrahedron Letters. 51:5525-5528 |
ISSN: | 0040-4039 |
DOI: | 10.1016/j.tetlet.2010.07.181 |
Popis: | (±)-Untenone A, one of the marine cyclopentanoids, has been conveniently synthesized via (±)- cis -1-hexadecylcyclopent-2-en-1,4-diol 9 which has been produced from 1-hexadecylcyclopenta-1,3-diene 6 via photo-oxidation and the following reduction. The key step of the present synthesis is the selective alkylation of cyclopenta-1,3-diene to form 6 . Optically active (−)- and (+)-untenone A have been prepared from (−)- and (+)- 9 , respectively, after enzymatic kinetic resolution of (±)- 9 . |
Databáze: | OpenAIRE |
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