Difluoromethyl Phenyl Sulfone as a Selective Difluoromethylene Dianion Equivalent: One??Pot Stereoselective Synthesis of anti??2, 2??Difluoropropane??1, 3??diols

GK Prakash, J Hu, T Mathew…

Index: Prakash, G. K. Surya; Hu, Jinbo; Mathew, Thomas; Olah, George A. Angewandte Chemie - International Edition, 2003 , vol. 42, # 42 p. 5216 - 5219

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Citation Number: 76

Abstract

Entry Reactant ratio [equiv] Reaction time Product yield [%][a] 2 tBuOK 11 12 13 14 a 1 1.0 1.0 30 min 76 0 5 b 1 1.5 1.0 50 min 91 3 6 c 1 2.5 2.0 14 h 64 22 14 d 1 3.0 2.0 4 h 41 44 14 e 1 3.5 2.0 4 h 0 84 16 f 1 3.5 2.0 15 h 0 97 3 g 1 4.0 2.0 4 h 0 99 0 [a] Yields were determined by 19F NMR spectroscopy with PhOCF3 as the internal standard.