Total synthesis of PGF2α and 6,15-diketo-PGF1α and formal synthesis of 6-keto-PGF1α via three-component coupling

Autor: Taehyeong Kim, Do Hyun Ryu, Sejin Kim, Sung Il Lee, Su Yong Shim
Rok vydání: 2019
Předmět:
Zdroj: Tetrahedron. 75:130593
ISSN: 0040-4020
DOI: 10.1016/j.tet.2019.130593
Popis: The asymmetric total synthesis of PGF2α and 6,15-diketo-PGF1α and formal synthesis of 6-keto-PGF1α from a common key intermediate are described. The key intermediate, which has a chiral cyclopentane backbone possessing suitable functional groups with required stereochemistry for both side chains, was prepared from (R)-4-silyloxy-2-cyclopentenone through a three-component coupling reaction. The Wittig reaction, Nozaki-Hiyama-Kishi (NHK) coupling and cross metathesis completed the synthesis of PGF2α, 6,15-diketo-PGF1α and 6-keto-PGF1α.
Databáze: OpenAIRE
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