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

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 ar...

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Bibliographic Details
Published in:Journal of organic chemistry 2020-02, Vol.85 (4), p.2823-2831
Main Authors: Mao, Lujia, Li, Chunlei, Xiang, Libo, Fu, Dejun, Ma, Wangyang, Ye, Qing
Format: Article
Language:English
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Summary: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b03319