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Synthesis of Benzyl-, Allyl-, and Allenyl-boronates via Copper-Catalyzed Borylation of Alcohols
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
Rekke forfattare: 32017 (engelsk)Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 19, nr 5, s. 1204-1207Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

Alcohols are among the most abundant and readily available organic feedstocks in industrial processes. The direct catalytic functionalization of sp(3) C-O bonds of alcohols remains the main challenge in this field. Here, we report a copper-catalyzed synthesis of benzyl-, allyl-, and allenylboronates from benzylic, allylic, and propargylic alcohols, respectively. This protocol exhibits a broad reaction scope (40 examples) and high efficiency (up to 95% yield) under mild conditions, including for the preparation of secondary allylic boronates. Preliminarily mechanistic studies suggest that nucleophilic substitution is involved in this reaction.

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2017. Vol. 19, nr 5, s. 1204-1207
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URN: urn:nbn:se:su:diva-142683DOI: 10.1021/acs.orglett.7b00256ISI: 000395726100060PubMedID: 28207271OAI: oai:DiVA.org:su-142683DiVA, id: diva2:1093907
Tilgjengelig fra: 2017-05-08 Laget: 2017-05-08 Sist oppdatert: 2017-05-08bibliografisk kontrollert

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