Absolute configuration of endo-cis-bicyclo [3.3. 0] oct-7-en-2-ol and specific rotation of 3-oxocyclopentaneacetic acid

H Kuritani, Y Takaoka, K Shingu

Index: Kuritani,H. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 3 p. 452 - 454

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Citation Number: 28

Abstract

(-1-8 i astereomeric mixture of camphanates was separated by fractional recrystallization, or by column chromatography on silica gel, to give 2a,[a1589 $129.0'(ethanol), and 2b,[cy1589- 139.8'(ethanol), each in pure form. 6 Hydrolysis of (+)-2a gave optically pure (+)-1,[a1589+ 210.6'(methanol). Oxidation of (+)-2a with sodium metaperiodate in the presence of ruthenium dioxide gave the diacid 3,+ 3.2'(ethanol). Solvolysis of 3 with sulfuric acid in ...