A novel route to aldehydic enol ethers and enamines

JC Gilbert, U Weerasooriya

Index: Gilbert, J. C.; Weerasooriya, U. Tetrahedron Letters, 1980 , vol. 21, p. 2041 - 2044

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Citation Number: 22

Abstract

3 _ Stimulus for the present line of research was the observation that attempts to produce 2- methyl-1-diazopropene [g, R3=(CH3) 2] by reaction of acetone with 1.1 eq. each of 1 and potassium t-butoxide in anhydrous THF gave the enol ether 4 (Figure) in 15% yield. 3 A mechanistic rationale for the formation of 4, via either thermal (path A) or solvent-assisted (path B) decomposition of the diazo compound 2 [R2=(CH3) 3] suggested that ...