Steroids and related natural products. 98. Conversion of cyclohexanone to spiro [3, 4-cyclohexano-4-hydroxybicyclo [3.3. 1] nonan-9-one-2, 1'-cyclohexane]

GR Pettit, EG Thomas, CL Herald

Index: Pettit, George R.; Thomas, Even G.; Herald, Cherry L. Journal of Organic Chemistry, 1981 , vol. 46, # 21 p. 4167 - 4171

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Citation Number: 5

Abstract

Even under neutral conditions the self-condensation of cyclohexanone can be directed at high pressure (5OOO atm, and 100 OC) to yield dodecahydrotriphenylene Except for the latter hydrocarbon@), the only other condensed ring system obtained from cyclohexanone prior to 1950 was a trimer (C18H2802, mp 186" C) presumed by Cornuberta in 1927 to correspond with structure 6. By 1957 Pleiiek and Munk2k had proposed ketol 7 as the ...