Hydroboration. XIII. The hydroboration of dienes with disiamylborane. A convenient procedure for the conversion of selected dienes into unsaturated alcohols

G Zweifel, K Nagase, HC Brown

Index: Zweifel,G. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 190 - 195

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Citation Number: 299

Abstract

Whereas the dihydroboration of 1.3-butadiene with diborane results in major amounts of addition of the boron at the internal position, producing after oxidation 24-357'of the 1, 3- butanediol, dihydroboration with disiamylborane achieves a more selective conversion of the diene into the terminal derivative, 10 Yo 1, 3-and 907'1, 4-butanediol. Dihydroboration of 1, 4-pentadiene yields a 15: 85 distribution of 1, 4-and 1, 5-pentanediol, whereas the ...

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