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Original Articles

OPTICALLY ACTIVE PHOSPHINE OXIDES. 6.1 CONJUGATE ADDITION OF THIOLS AND ALCOHOLS TO (-)-(S)-METHYL-PHENYLVINYLPHOSPHINE OXIDE

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Pages 47-51 | Received 17 May 1988, Published online: 13 Dec 2006

References

  • Pietrusiewicz , K. M. and Zabłocka , M. 1988 . Tetrahedron Lett. , 29 : 1991 Part 5
  • Kabachnik , M. I. , Medved , T. Ya. , Polikarpov , Yu. M. and Yudina , K. S. 1962 . Izv. Akad. Nauk SSSR, Ser. Khim. , 1584
  • Collins , D. J. , Mollard , S. A. , Rose , N. and Swan , J. M. 1974 . Aust. J. Chem. , 27 : 2365 For some recent examples see: D. J. Collins, L. E. Rowley and J. M. Swan;, Aust. J. Chem., 27, 815, 841(1974). M. I. Kabachnik, T. Ya. Medved, I. B. Goryunowa, L. I. Tikhonova and E. I. Matrosov;, Izv. Akad. Nauk SSSR, Ser. Khim., 1974, 2291. T. Ya. Medved, S. A. Pisareva, Yu. M. Polikarpov and M. I. Kabachnik;, Izv. Akad. Nauk SSSR, Ser. Khim. 1971, 2839; G. Märkl and B. Merkl, Tetrahedron Lett., 22, 4459, 4463 (1981)
  • Pietrusiewicz , K. M. , Zabłocka , M. and Monkiewicz , J. 1984 . J. Org. Chem. , 49 : 1522 R. Bodalski, E. Rutkowska-Olma and K. M. Pietrusiewicz;, Tetrahedron, 36, 2353 (1980)
  • Johnson , C. R. and Imamoto , T. 1987 . J. Org. Chem. , 52 : 2170
  • Pietrusiewicz , K. M. and Zabłocka , M. 1988 . Tetrahedron Lett. , 29 : 937
  • Pietrusiewicz , K. M. and Zabłocka , M. 1988 . Tetrahedron Lett. , 29 : 1987
  • Griffin , G. J. and Kellog , R. M. 1985 . J. Org. Chem. , 50 : 3261 Cf., E. P. Kyba, C. N. Clubb, S. B. Larson, V. J. Schueler and R. E. Davis, J. Am. Chem. Soc., 107, 2141 (1985). M. Ciampolini, N. Nardi, P. L. Orioli, S. Mangani and F. Zanobini, J. Chem. Soc., Dalton Trans., 1984, 2265. M. Bressan, F. Morandini and P. Rigo, J. Organomet. Chem. 247, C8(1983). S. O. Grim, P. H. Smith, I. J. Colquhoun and W. McFarlane, Inorg. Chem., 19, 3195 (1980). R. G. Nuzzo, S. L. Haynie, M. E. Wilson and G. M. Whiteside, J. Org. Chem., 46, 2861 (1981). J. Sieckhaus and T. Layloff, Inorg. Chem., 6, 2185 (1967). M. O. Workman, G. Dyer and D. W. Meek, Inorg. Chem., 6, 1543 (1967)
  • Kabachnik , M. I. , Zhun-Yui , Ch. and Tsvetkov , E. N. 1962 . Zh. Obshch. Khim. , 32 : 3351 Interestingly, addition of thiols to vinyl phosphine oxides seems not to have been studied before. For addition of ethylmercaptan to butyl vinylphosphinate see:
  • Analogous reduction of the corresponding β-alkoxy compounds has already been precedented in the literature; cf. Ref. 5

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