Racemization of camphor during. pi. sulfonation

AMT Finch Jr, WR Vaughan

Index: Finch,A.M.T.; Vaughan,W.R. Journal of the American Chemical Society, 1969 , vol. 91, # 6 p. 1416 - 1424

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Citation Number: 20

Abstract

Abstract:(i)-Camphor-8-W was prepared by a reaction sequence involving l4C-carbonation of 3-methylnorbornanone, reaction of the product with methylmagnesium iodide, followed by rearrangement of the P-hy-droxy acid to 1, 7-dimethylnorbornane-7-carbo-2-lactone. Reduction of the lactone to a glycol followed by selec-tive oxidation of the secondary hydroxyl, replacement of the primary hydroxyl by bromine, and hydrogenolysis of the ...