The Journal of Organic Chemistry

Stereospecific alkylation of 3, 5, 5-trisubstituted-4-hydroxy-1-p-tosyl-2-pyrazolines by trimethylaluminum. An efficient synthesis of 3, 3, 5, 5-tetrasubstituted-1-pyrazolin- …

WH Pirkle, DJ Hoover

Index: Pirkle, William H.; Hoover, Dennis J. Journal of Organic Chemistry, 1980 , vol. 45, # 17 p. 3407 - 3413

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Citation Number: 15

Abstract

(CH,), CH,; e, R= CH, CH (CH,),; f, R=(CH,), Ph; g, R= CH (CH,),; h, R= Ph; i, R= C (CH,),. Consult the text for variations. proximately 25% overall yield from 3, 5-dimethyl-4-heptanone. Borohydride reduction of this mixture afforded the three possible pyrazolols; separation of the trans material by chromatography and oxidation gave pure lb. The diary1 pyrazolone 1 h could not be prepared by the same sequence, 2 as dibromination of 2, 4-diphenyl-3- ...