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Synthesis of Allenyl-Bdan via the Cu(I)-Catalyzed Borylation of Propargylic Alcohols with the Unsymmetric Diboron Reagent (Bpin-Bdan)

Lujia Mao, Chunlei Li, Libo Xiang, Dejun Fu, Wangyang Ma, Qing Ye

2020The Journal of Organic Chemistry23 citationsDOI

Abstract

The synthesis of allenyl-Bdan has been realized via the Cu(I)-catalyzed borylation of propargylic alcohols. This methodology offers a facile and efficient pathway toward allenyboronates with diverse functional groups due to the simple access to the substrates. The substrates bearing ester groups are well-tolerated in the synthesis of allenyl-Bdan under the Lewis acidic conditions. The structures of two allenyl-Bdan were further confirmed via single-crystal X-ray diffraction.

Topics & Concepts

BorylationChemistryReagentCatalysisCombinatorial chemistryOrganic chemistryArylAlkylOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods
Synthesis of Allenyl-Bdan via the Cu(I)-Catalyzed Borylation of Propargylic Alcohols with the Unsymmetric Diboron Reagent (Bpin-Bdan) | Litcius