Stereochemistry of the carbonylation, carbethoxymethylation, and. gamma.-propanalation reactions of organoboranes. Substitution reactions at carbon that proceed …

HC Brown, MM Rogic, MW Rathke…

Index: Brown,H.C. et al. Journal of the American Chemical Society, 1969 , vol. 91, p. 2150 - 2152

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Citation Number: 24

Abstract

Unfortunately, tris (trans-2-methylcyc1opentyl) borane failed to react with carbon monoxide and lithium trimethoxyaluminohydride under the standard reaction condition^.^ However, B- (trans-2-methylcyclopentyl)-9-borabicyclo [3.3. 1 Inonane (BR-9-BBN), obtained in the hydroboration of 1-methylcyclopentene with the new reagent, 9-BBN, 8 undergoes rapid carbonylation under these conditions. Since it was simpler to characterize the product as ...