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Transition-Metal-Free Borylation of Allylic and Propargylic Alcohols.

ABSTRACT: The base-catalyzed allylic borylation of tertiary allylic alcohols allows the synthesis of 1,1-disubstituted allyl boronates, in moderate to high yield. The unexpected tandem performance of the Lewis acid-base adduct, [Hbase](+) [MeO-B2 pin2 ](-) favored the formation of 1,2,3-triborylated species from the tertiary allylic alcohols and 1-propargylic cyclohexanol at 90?°C.

SUBMITTER: Miralles N 

PROVIDER: S-EPMC4804746 | biostudies-literature | 2016 Mar

REPOSITORIES: biostudies-literature

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Transition-Metal-Free Borylation of Allylic and Propargylic Alcohols.

Miralles Núria N   Alam Rauful R   Szabó Kálmán J KJ   Fernández Elena E  

Angewandte Chemie (International ed. in English) 20160302 13

The base-catalyzed allylic borylation of tertiary allylic alcohols allows the synthesis of 1,1-disubstituted allyl boronates, in moderate to high yield. The unexpected tandem performance of the Lewis acid-base adduct, [Hbase](+) [MeO-B2 pin2 ](-) favored the formation of 1,2,3-triborylated species from the tertiary allylic alcohols and 1-propargylic cyclohexanol at 90 °C. ...[more]

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