The Journal of Organic Chemistry

Reduction of alkynes by a new reducing system

RA Benkeser, FG Belmonte

Index: Benkeser, Robert A.; Belmonte, Frank G. Journal of Organic Chemistry, 1984 , vol. 49, # 9 p. 1662 - 1664

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Citation Number: 11

Abstract

Alkali-metal (Li, Na) reductions of acetylenes in lowmolecular-weight amines and ammonia are well documented.'Dialkylacetylenes afford the corresponding trans-alkenesla while terminal acetylenes are primarily metalated. lb However, terminal acetylenes can be reduced quantitatively to the corresponding terminal alkeneslb by sodium in liquid ammonia containing ammonium sulfate. By contrast, lithium2 in ethylenediamine reduces 1-heptyne ...