Hydroboration. 69. Hydroboration characteristics of lithium borohydride/ethyl acetate in ethyl ether. A new system for controlled hydroboration of alkenes and alkynes

…, V Somayaji, S Narasimhan

Index: Brown, Herbert C.; Somayaji, Vishwanatha; Narasimhan, S. Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4822 - 4827

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Citation Number: 17

Abstract

Alkenes and alkynes, which are normally inert to lithium borohydride, are readily hydroborated by this reagent in ethyl ether in the presence of carboxylic esters at 25 OC. Alkenes form dialkylborinates while alkynes give rise either to vinylboronates or divinylborinates, depending upon the structure and reactivity of the alkyne and the stoichiometry of the reagent. These valuable intermediate are readily transformed into ...