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  • Synthesis of 9Z-9-substituted retinoic acids by palladium catalyzed coupling reaction of a vinyl triflate with alkenyl stannanes.

Synthesis of 9Z-9-substituted retinoic acids by palladium catalyzed coupling reaction of a vinyl triflate with alkenyl stannanes.

Chemical & pharmaceutical bulletin (2000-09-19)
A Wada, Y Nomoto, K Tano, E Yamashita, M Ito
ZUSAMMENFASSUNG

Palladium catalyzed cross coupling reactions of a vinyl triflate intermediate and various alkenyl stannanes afforded trisubstituted Z-olefins stereoselectively in high yields. These olefins were then converted to the corresponding 9Z-retinoic acids via Horner-Emmons reaction and subsequent basic hydrolysis in excellent yields.

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Sigma-Aldrich
2-Pentin-1-ol, 98%