A General Synthesis of B-(cis-1-Bromo-1-alkenyl)dialkylboranes. Valuable Intermediates for the Synthesis of Ketones, Trans Alkenes, and Trisubstituted Alkenes
A General Synthesis of B-(cis-1-Bromo-1-alkenyl)dialkylboranes. Valuable Intermediates for the Synthesis of Ketones, Trans Alkenes, and Trisubstituted Alkenes
| dc.contributor.author | Brown, Herbert C. | |
| dc.contributor.author | Basavaiah, D. | |
| dc.date.accessioned | 2022-03-27T09:06:18Z | |
| dc.date.available | 2022-03-27T09:06:18Z | |
| dc.date.issued | 1982-01-01 | |
| dc.description.abstract | Dialkylboranes, generated in situ via hydridation of dialkylhaloboranes, hydroborate 1-bromo-1-alkynes to provide cleanly B-(cis-1-bromo-1-alkenyl)dialkylboranes. Treatment of these intermediates with sodium methoxide results in the migration of one of the alkyl groups on boron to the adjacent carbon, displacing the bromine, providing B-(trans-1-alkyl-1-alkenyl)alkylborinate esters. These intermediates provide ketones on oxidation, stereospecific trans alkenes on protonolysis, and trisubstituted alkenes on iodination, all in high yields. © 1982, American Chemical Society. All rights reserved. | |
| dc.identifier.citation | Journal of Organic Chemistry. v.47(4) | |
| dc.identifier.issn | 00223263 | |
| dc.identifier.uri | 10.1021/jo00343a037 | |
| dc.identifier.uri | https://pubs.acs.org/doi/abs/10.1021/jo00343a037 | |
| dc.identifier.uri | https://dspace.uohyd.ac.in/handle/1/12421 | |
| dc.title | A General Synthesis of B-(cis-1-Bromo-1-alkenyl)dialkylboranes. Valuable Intermediates for the Synthesis of Ketones, Trans Alkenes, and Trisubstituted Alkenes | |
| dc.type | Journal. Article | |
| dspace.entity.type |
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