Catalytic Use of Elemental Gallium for Carbon-Carbon Bond Formation

Research output: Contribution to journalArticlepeer-review

Abstract / Description of output

The first catalytic use of Ga(0) in organic synthesis has been developed by using a Ag(I) cocatalyst, crownether ligation, and ultrasonic activation. Ga(I)-catalyzed C-C bond formations between allyl or allenyl boronic esters and acetals, ketals, or aminals have proceeded in high yields with essentially complete regio- and chemoselectivity. NMR spectroscopic analyses have revealed novel transient Ga(I) catalytic species, formed in situ through partial oxidation of Ga(0) and B-Ga transmetalation, respectively. The possibility of asymmetric Ga(I) catalysis has been demonstrated.

Original languageEnglish
Pages (from-to)13119-13122
Number of pages4
JournalJournal of the American Chemical Society
Volume138
Issue number40
Early online date21 Sept 2016
DOIs
Publication statusPublished - 12 Oct 2016

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