Organoboranes for synthesis. 9. Rapid reaction of organoboranes with iodine under the influence of base. A convenient procedure for the conversion of alkenes into …
HC Brown, MW Rathke, MM RogiC, NR De Lue
文献索引：Brown, Herbert C.; Rathke, Michael W.; Rogic, Milorad M.; de Lue, Norman R. Tetrahedron, 1988 , vol. 44, # 10 p. 2751 - 2762
The reaction of organoborane with iodine is strongly accelerated by sodium hydroxide. Organoboranes derived from terminal alkenes react with the utilization of approximately two of the three alkyl groups attached to boron, providing a maximum of 67% yield of alkyl iodide. Thus, hydroboration-iodination of 1-decene gives a 60% yield ofn-decyl iodide. Secondary alkyl groups, derived from internal alkenes, react more sluggishly and only one ...
