Chemistry of 1-carbena-5-hexyne and related intermediates

PK Freeman, JC Danino, BK Stevenson…

Index: Freeman, Peter K.; Danino Jose C.; Stevenson, Brian K.; Clapp, Gary E. Journal of Organic Chemistry, 1990 , vol. 55, # 12 p. 3867 - 3875

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Citation Number: 3

Abstract

Pyrolysis of the lithium salt of the tosylhydrazone of 4, 4-dimethyl-6-heptyn-2-one(6b) as the dry salt over a temperature range of 150 to 200" C formed 4, 4-dimethyl-l-hepten-6-yne(8), cis-4, 4-dimethyl-5-hepten-l-yne (9), and trans-4, 4-dimethyl-5-hepten-l-yne (10) with an average acyclic enyne composition of 11.1: 4.9: 84.0. The fourth product component, 1, 5, 5- trimethyl-l, 3-~ yclohexadiene (1 la), was formed in 22-28% relative to the acyclic enyne ...

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