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Start Over Author "Lee, Chein-Chung" Journal tetrahedron letters: international organ for the rapid publication of preliminary communications in organic chemistry
1 results on '"Lee, Chein-Chung"'

1. Palladium-catalyzed substitution of allylic alcohols with sulfinate salts: A synthesis of bicalutamide.

Author

Jhang, Yin-Jia, Chang, Chieh-Yu, Lin, Yu-Huan, Lee, Chein-Chung, and Wu, Yen-Ku

Subjects
*ALLYL alcohol, *PALLADIUM catalysts, *SALTS, *PALLADIUM, *TITANIUM
Abstract

[Display omitted] • In situ activation of allyl alcohols with Ti(IV) alkoxide and palladium catalysis. • Phenylboronic acid displays a favorable additive effect in the title reaction. • A concise, four-step conversion of methallyl alcohol to bicalutamide is described. A method is presented for the direct substitution of allylic alcohols with sodium arylsulfinates. The process involves a cooperative action of palladium catalysts, phenylboronic acid and titanium tetraisopropoxide. By taking advantage of this protocol, we achieved a concise synthesis of bicalutamide, an anti-androgen compound for treating prostate cancer. [ABSTRACT FROM AUTHOR]

Published
2021
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