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Three-Component Borylallenylation of Alkynes: Access to Densely Boryl-Substituted Ene-allenes

Shang-Hai Yu, Tian-Jun Gong* and Yao Fu*

*University of Science and Technology of China, Hefei 230026, China, Email: gongtjustc.edu.cn, fuyaoustc.edu.cn

S.-H. Yu, T.-J. Gong, Y. Fu, Org. Lett., 2020, 22, 2941-2945.

DOI: 10.1021/acs.orglett.0c00643 (free Supporting Information)


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Abstract

A Cu/Pd-catalyzed borylallenylation of alkynes with propargylic carbonates and bis(pinacolato)diboron enables the synthesis of boryl-substituted ene-allenes. Densely (tetra-, penta-, and hexa-) substituted ene-allenes were synthesized in acceptable yield with high regio- and stereoselectivity. More important molecule structures can be obtained by subsequent modifications.


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Key Words

allenes, dienes, vinylboronates, multicomponent reactions


ID: J54-Y2020