Reaction of B-alkyl-9-borabicyclo [3.3. 1] nonanes with carbon monoxide in the presence of lithium tri-t-butoxyaluminohydride. The conversion of functionally …

HC Brown, RA Coleman

Index: Brown,H.C.; Coleman,R.A. Journal of the American Chemical Society, 1969 , vol. 91, p. 4606 - 4607

Full Text: HTML

Citation Number: 34

Abstract

We wish to report that the B-alkyl-9-borabicyclor3. 3. llnonanesl (BR-9-BBN) react readily with carbon monoxide in the presence of lithium tri-t-butoxyaluminohydride, 2, without reduction of functional substituents. This development makes possible the facile introduction of the aldehyde group into olefins containing many representative functional substituents (eq 1-5).