Convenient synthesis of a marine cyclopentanoid: untenone A

Autor: Nobuyuki Imai, Takahiro Kunitada, Nobuo Tanaka, Tsutomu Inokuchi, Rikiya Omatsu, Junzo Nokami
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