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.

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http://dx.doi.org/10.1021/acs.joc.9b03319DOI Listing

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A copper-catalyzed borylation of propargyl dichlorides was developed under mild reaction conditions. The corresponding chloro-substituted allenyl-Bdan products were obtained in good yields. The utilities of allenyl-Bdan products were examined by their diverse derivatizations.

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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.

View Article and Find Full Text PDF

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