Substitution of Hydroxyl Groups by Deuterium in the Electrochemical Reduction of Methanesulfonates

References

• Shono , T. , Masuda , H. , Murase , H. , Shimomura , M. and Kashimura , S. 1992 . Facile electroreduction of methyl esters and N, N‐dimethylamides of aliphatic carboxylic acids in primary alcohols . J. Org. Chem. , 57 : 1061 – 1063 .
   Web of Science ®Google Scholar
• Wahren , M. and Kränke , P. Syntheses of partially deuterated compounds by electrochemical reduction of carbonyl and halogen compounds . Proceedings of the 5th International Symposium on the Synthesis and Applications of Isotopes and Isotopically Labelled Compounds . 06 20.–24. 1994 , Strasbourg , France. pp. 67 – 73 . Wiley and Sons .
   Google Scholar
• Shono , T. , Matsumura , Y. , Tsubata , K. and Sugihara , Y. 1979 . Selective transformation of aliphatic alcohols to alkanes by electroreductive method . Tetrahedron Lett. , 23 : 2157 – 2160 .
   Google Scholar
• de la Torre , R. A. and Sease , J. W. 1979 . Sources of hydrogen in the electrochemical reduction of iodobenzene in dimethylformamide solution . J. Am. Chem. Soc. , 101 : 1687 – 1690 .
   Web of Science ®Google Scholar
• Renaud , R. N. 1973 . Electrochemical Synthesis of Deuterio Organic Compounds. I. Electrochemical reduction of 1‐halonaphthalenes and synthesis of 1‐chloro‐4‐methylnaphthalene . Can. J. Chem. , 52 : 376 – 379 .
   Web of Science ®Google Scholar
• Grimshaw , J. and Trocha‐Grimshaw , J. 1979 . Electrochemical Reactions 215 – 218 . Part XVIII. Reductive Cleavage of Aromatic Carbon‐Halogen Bonds in the Presence of Deuterium Oxide, J.C.S. Perkin II
   Google Scholar
• Mbarak , M. S. and Peters , D. G. 1982 . Electrochemical reduction of 2‐iodooctane and 2‐bromooctane at mercury cathodes in dimethylformamide . J. Org. Chem. , 47 : 3397 – 3402 .
   Web of Science ®Google Scholar
• Koppang , M. D. , Ross , G. A. , Woolsey , N. F. and Bartak , D. E. 1986 . Cyclization reactions of electrochemically generated o‐(3‐butenyl)phenyl anions and radicals to 1‐methylindan . J. Am. Chem. Soc. , 108 : 1441 – 1447 .
   Web of Science ®Google Scholar
• Semmelhack , M. F. and De Franco , R. J. 1972 . Synthesis and thermal rearrangements of spiro[2.3] hexadiene and spiro[2.3]hex‐4‐ene derivatives . J. Am. Chem. Soc. , 94 : 8838 – 8846 .
   Web of Science ®Google Scholar
• Vieira , K. L. and Peters , D. G. 1986 . Electrolytic reduction of tert‐butyl bromide at mercury cathodes in dimethylformamide . J. Org. Chem. , 51 : 1231 – 1239 .
   Web of Science ®Google Scholar
• M'Halla , F. , Pinson , J. and Savéant , J. M. 1980 . The Solvent as H‐atom donor in organic electrochemical reactions. Reduction of aromatic halides . J. Am. Chem. Soc. , 102 : 4120 – 4127 .
   Web of Science ®Google Scholar
• Kimura , M. , Miyahara , H. , Moritani , N. and Sawaki , Y. 1990 . Electroreductive dehalogenation of chlorinated aromatic ethers. Unexpected electrogenerated base catalyzed reactions . J. Org. Chem. , 55 : 3897 – 3902 .
   Web of Science ®Google Scholar
• Yousefzadeh , P. and Mann , C. K. 1968 . Electrochemical reduction of alkyl esters of p,‐toluenesulfonic acid . J. Org. Chem. , 33 : 2716 – 2720 .
   Web of Science ®Google Scholar