Synthesis of Highly Substituted Racemic and Enantioenriched Allenylsilanes via Copper-Catalyzed Hydrosilylation of (Z)-2-Alken-4-ynoates with Silylboronate

Min Wang, Zheng Li Liu, Xiang Zhang, Pan Pan Tian, Yun He Xu, Teck Peng Loh

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122 Scopus citations

Abstract

Copper-catalyzed highly efficient hydrosilylation reaction of enynoates was developed. Under simple reaction conditions, various di-, tri-, and tetrasubstituted racemic allene products could be obtained in high yields. The asymmetric 1,6-addition of silyl group to the (Z)-2-alken-4-ynoates could be achieved under mild reaction conditions to afford the silyl-substituted enantioenriched chiral allene products in good yields and with high enantioselectivities.

Original languageEnglish
Pages (from-to)14830-14833
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number47
DOIs
StatePublished - 11 Nov 2015
Externally publishedYes

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