The Journal of Organic Chemistry

Remarkable solvent control of functional group selectivity in complex metal hydride reductions

S Krishnamurthy

Index: Krishnamurthy, S. Journal of Organic Chemistry, 1980 , vol. 45, # 12 p. 2550 - 2551

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Citation Number: 25

Abstract

Summary: Lithium aluminum hydride in ethyl ether reduces alkyl tosylates to the corresponding alkanes rapidly and selectively in the presence of alkyl iodides and bromides without concurrent attack on halogen, whereas in diglyme the reactivity order is reversed, alkyl iodides and bromides being reduced selectively without significant attack on alkyl tosylates.