4.5 Article

Regio- and (E)-Stereoselective Triborylation of Propargylic Carbonates

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 35, Issue 8, Pages 1251-1262

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201700416

Keywords

palladium; copper; propargylic carbonate; triborylation

Funding

  1. National Natural Science Foundation of China [21232006]

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An efficient synthesis of (E)-alken-1,2,3-triboronates form readily available propargylic carbonates is described. The reaction enjoys excellent regio- and E-selectivity and many synthetically useful functional groups can be tolerated. Based on mechanistic studies, a two-step mechanism via 1,2-allenyl boronate intermediate is proposed.

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