An improved method for the synthesis of. alpha.-diazo ketones

RL Danheiser, RF Miller, RG Brisbois…

Index: Danheiser, Rick L.; Miller, Raymond F.; Brisbois, Ronald G.; Park, Saung Z. Journal of Organic Chemistry, 1990 , vol. 55, # 6 p. 1959 - 1964

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Citation Number: 196

Abstract

Harvard University, 1987. However, we have thus far been unable to achieve efficient diazo transfer to ketone enolates employing these conditions. For example, exposure of the lithium enolate of acetophenone to 1.2 equiv of PNBSA in THF at-78 OC for 15 min gave a- diazoacetophenone in only 21% yield.