We report a cis phosphinoboration of 1,3-diynes employing an organophosphine catalyst and the phosphinoborate Ph2P-Bpin to afford the corresponding (E)-1-boryl-2-phosphino-1,3-enyne products in moderate to good yield in a regio- and stereoselective fashion. The reaction proceeds under mild conditions and is tolerant of a variety substrates including (hetero)aryl substitutions as well as alkyl functional groups. X-ray crystallographic studies was used to unambiguously assign stereochemistry.

Organocatalytic cis phosphinoboration of 1,3-diynes

ACS Spring 2022

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