Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5219614 | Tetrahedron | 2012 | 6 Pages |
Abstract
Halodeboronation of organotrifluoroborates using commercially available tetrabutylammonium tribromide (TBATB) or cesium triiodide in aqueous medium is reported. The mild, transition metal-free method has proven to be tolerant of a wide range of functional groups. High regio- and chemoselectivity are observed. Two synthetic routes to (Z)-dibromoalkenes from alkynes, through stereodefined (Z)-2-bromoalkenyltrifluoroborates and (Z)-1,2-bis(boryl)alkenyltrifluoroborates, have been developed using the TBATB mediated bromodeboronation as the key step.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Min-Liang Yao, George W. Kabalka, David W. Blevins, Marepally Srinivasa Reddy, Li Yong,