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Synlett 2006(18): 3182-3184
DOI: 10.1055/s-2006-951517
DOI: 10.1055/s-2006-951517
LETTER
© Georg Thieme Verlag Stuttgart · New York
Effective Synthesis of Tamoxifen Using Nickel-Catalyzed Arylative Carboxylation
Weitere Informationen
Received
2 May 2006
Publikationsdatum:
25. Oktober 2006 (online)
Publikationsverlauf
Publikationsdatum:
25. Oktober 2006 (online)
![](https://www.thieme-connect.de/media/synlett/200618/lookinside/thumbnails/10.1055-s-2006-951517-1.jpg)
Abstract
Tamoxifen was synthesized using a nickel-catalyzed arylative carboxylation developed by our group. The key compound, tetrasubstituted alkene, was synthesized from disubstituted alkyne using a catalytic amount of Ni(0) and DBU in the presence of Ph2Zn under an atmosphere of carbon dioxide. The reaction proceeded smoothly in a regio- and stereoselective manner, and the resultant tetrasubstituted alkene was converted into tamoxifen.
Key words
tetrasubstituted alkenes - nickel catalyst - zinc reagent - tamoxifen - carbon dioxide
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