Reactions of arc generated carbon atoms with benzene

KA Biesiada, CT Koch, PB Shevlin

Index: Biesiada, Keith A.; Koch, Charles T.; Shevlin, Philip B. Journal of the American Chemical Society, 1980 , vol. 102, # 6 p. 2098 - 2100

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Citation Number: 5

Abstract

HI I x= 0; Y= cn, EX: w,; Y= 0 c afforded (70%) 1413322 which gave, after reduction with 3 equiv of Dibah (THF,-78 OC, 2 h), the homoallylic alcohol epimers 1524 in 85% yield. The latter, upon further reduction (Li, NH3, and methanol) affords quantitatively 16, 24 bearing the more stable CY alcohol in the A ring. Epoxidation of 16 (MCPBA, methylene chloride, room temperature, 10 min) clearly provides 17.24 The desired f? sense of this epoxidation ...