194714-75-5Relevant academic research and scientific papers
Selective hydroboration of terminal alkenes in the presence of aldehydes and ketones
Kabalka, George W.,Yu, Su,Li, Nan-Sheng
, p. 5455 - 5458 (1997)
The hydroboration of olefinic ketones and aldehydes with dicyclohexylborane gives the corresponding hydroxy aldehydes and ketones in good yields after oxidation with sodium perborate.
Selective hydroboration of alkenes and alkynes in the presence of aldehydes and ketones
Kabalka, George W.,Yu, Su,Li, Nan-Sheng
, p. 800 - 805 (2007/10/03)
The reactions of terminal alkenes in the presence of ketones or aldehydes with a variety of borane reagents have been investigated. It was found that the selective hydroboration of a terminal alkene in the presence of a ketone or an aldehyde is most efficient when dicyclohexylborane is used as the hydroborating agent. The hydroboration of olefinic ketones and olefinic aldehydes with dicyclohexylborane generates the corresponding hydroxyaldehydes and hydroxyketones in good yields after oxidation with sodium perborate. The hydroboration of alkynyl ketones and alkynyl aldehydes with dicyclohexylborane yields the corresponding olefinic carbonyl compounds after protonation, or dicarbonyl compounds after oxidation.
