86356-22-1Relevant academic research and scientific papers
ORGANOBORON COMPOUNDS. CDIII. IODINATION OF ATE COMPLEXES OF 1-BORAADAMANTANE
Mikhailov, B. M.,Gurskii, M. E.,Pershin, D. G.
, p. 19 - 28 (1983)
The complex of 1-boraadamantane with tetrahydrofuran (1) reacts with iodine in the presence of lithium methylate or methyllithium to produce 3-methoxy- (III) and 3-methyl-7-iodomethyl-3-borabicyclononane (X), respectively.Further iodination of III in the presence of lithium methylate proceeds in a complicated manner due to replacement of iodine by the methoxy group in the starting compound.The high reactivity of the halogen in III permitted a one-pot synthesis of 3-methoxy-7-methoxymethyl-3-borabicyclononane from I.Iodination of lithium 1-isopropenyl-1-boraadamantanate leads, after methanolysis, to 3-methoxy-7-isobutenyl-3-borabicyclononane.The latter compound was converted to 7-isobutenyl-3-methyl-3-borabicyclononane on treatment with MeMgI.
