The Journal of Organic Chemistry

Syntheses Related to Etiojervane. III. The Synthesis of 1, 8-Dimethyl-7-methoxy-1, 2, 3, 4, 4a, 9a-hexahydrofluoren-2-one1

RA Barnes, M Sedlak

Index: Barnes,R.A.; Sedlak,M. Journal of Organic Chemistry, 1962 , vol. 27, p. 4562 - 4566

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Citation Number: 11

Abstract

XIV xv phoric acid produced tetrahydrofluorene XV in reasonable yield. The structure of XV was established by dehydrogenation to the known l-methylfluorene. To ascertain the effect of the carbethoxyl group on the cyclization, X was treated with polyphosphoric acid directly and after hydrogenation of the double bond. In contrast to the cyclization of XII, X was converted to XVI in good yield; however, XVI was so readily aromatized to XVII that the ...