Diborative Reduction of Alkynes to 1,2-Diboryl-1,2-Dimetalloalkanes: Its Application for the Synthesis of Diverse 1,2-Bis(boronate)s.

Takahashi, Fumiya; Nogi, Keisuke; Sasamori, Takahiro; Yorimitsu, Hideki

Takahashi, Fumiya; Nogi, Keisuke; Sasamori, Takahiro; Yorimitsu, Hideki.

Afiliación

Takahashi F; Department of Chemistry, Graduate School of Science , Kyoto University , Sakyo-ku , Kyoto 606-8502 , Japan.
Nogi K; Department of Chemistry, Graduate School of Science , Kyoto University , Sakyo-ku , Kyoto 606-8502 , Japan.
Sasamori T; Graduate School of Natural Sciences , Nagoya City University , Yamanohata 1, Mizuho-cho, Mizuho-ku , Nagoya , Aichi 467-8501 , Japan.
Yorimitsu H; Department of Chemistry, Graduate School of Science , Kyoto University , Sakyo-ku , Kyoto 606-8502 , Japan.

Org Lett ; 21(12): 4739-4744, 2019 06 21.

Article en En | MEDLINE | ID: mdl-31187999

RESUMEN

Reduction of alkynes with alkali metals in the presence of B2pin2 results in diboration of alkynes. Distinct from conventional dissolving metal hydrogenations, two carbon-boron bonds and also two carbon-alkali metal bonds can be constructed in one operation to form 1,2-diboryl-1,2-dimetalloalkanes. The 1,2-diboryl-1,2-dimetalloalkanes generated are readily convertible to a wide range of vicinal bis(boronate)s. In particular, oxidation of the 1,2-dianionic species provides ( E)-1,2-diborylalkenes, unique anti-selective diboration of alkynes being thus executed.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2019 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos

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