Efficient Procedures to Prepare Primary and Secondary Alkyl Halides from Alkanols via the Corresponding Sulfonates under Mild Conditions

…, O Gager, A Moyeux, T Delacroix

Index: Cahiez, Gerard; Gager, Olivier; Moyeux, Alban; Delacroix, Thomas Advanced Synthesis and Catalysis, 2012 , vol. 354, # 8 p. 1519 - 1528

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Citation Number: 11

Abstract

Abstract The study presented herein shows that sulfonate/halide exchange can be advantageously performed in THF to avoid several side reactions such as elimination and epimerization when the reaction is performed from a chiral alkyl sulfonate or a substrate having a C [BOND] H acidic chiral center. The main limitation of this procedure was found to be the conversion of secondary alkyl sulfonates to alkyl chlorides. In this case, the addition ...