The Journal of Organic Chemistry

Studies on the synthesis of. alpha.-functionalized quinols: synthesis of jacaranone

KA Parker, JR Andrade

Index: Parker,K.A.; Andrade,J.R. Journal of Organic Chemistry, 1979 , vol. 44, # 22 p. 3964 - 3966

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Citation Number: 12

Abstract

Additions to Dienone 3. Dithiane Adduct 4. A solution of 2.08 g (10.0 mmol) of dienone 3 in 20 mL of THF was added over 0.5 h to 2-lithio-1, 3-dithiane (from 1.24 g= 10.3 mmol of dithiane and 10.7 mmol of n-BuLi) at-100" C. After the solution was warmed to-15" C, the reaction mixture was allowed to stand for 42 h and was quenched with saturated NH4Cl solution. The reaction mixture was then partitioned between ether and water; the organic ...