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Wilkinson, G.; Stone, F. G. A.; Abel, E. W., Pergamon, Oxford, U.K., Ch. 8
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1. For leading references, see: (a) Trost, B. M.; Verhoeven, T. R. in Comprehensive Organometallic Chemistry; (Eds.: Wilkinson, G.; Stone, F. G. A.; Abel, E. W.), Pergamon, Oxford, U.K., 1982, Ch. 8, pp 799-938.
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Verhoeven, T.R.2
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(c) Tsuji, J. Tetrahedron 1986, 42, 4361-4401.
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(d) Collman, J. P.; Hegedus, L. S.; Norton, J. R.; Finke, R. G. in Principles and Applications of Organotransition Metal Chemistry, University Science Books, Mill Valley, CA, 1987.
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Collman, J.P.1
Hegedus, L.S.2
Norton, J.R.3
Finke, R.G.4
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2. For leading references, see: (a) Chuit, C.; Felkin, H.; Frajerman, C.; Roussi, G.; Swierczewski, G. J. Chem. Soc., Chem. Commun. 1968, 1604-1605.
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Chuit, C.1
Felkin, H.2
Frajerman, C.3
Roussi, G.4
Swierczewski, G.5
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(b) Yamamoto, T.; Ishizu, J.; Yamamoto, A. J. Am. Chem. Soc. 1981, 103, 6863-6869.
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Yamamoto, T.1
Ishizu, J.2
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c) Consiglio, G.; Morandini, F.; Piccolo, O. J. Am. Chem. Soc. 1981, 103, 1846-1847.
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Consiglio, G.1
Morandini, F.2
Piccolo, O.3
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(d) Consiglio, G.; Piccolo, O.; Roncetti, L.; Morandini, F. Tetrahedron 1986, 42, 2043-2053.
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Piccolo, O.2
Roncetti, L.3
Morandini, F.4
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(e) Alvarez, E.; Cuvigny, T.; Julia, M. J. Organomet. Chem. 1988, 339, 199-212.
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Alvarez, E.1
Cuvigny, T.2
Julia, M.J.3
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(g) Bricout, H.; Carpentier, J.-F.; Mortreux, A. J. Chem, Soc., Chem. Commun. 1995, 1863-1864.
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Mortreux, A.3
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3. Nilsson, Y. I. M.; Andersson, P. G.; Bäckvall, J.-E. J. Am. Chem. Soc. 1993, 115, 6609-6613.
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Nilsson, Y.I.M.1
Andersson, P.G.2
Bäckvall, J.-E.3
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0011294758
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2 (36 mg, 0.13 mmol) was added a solution of dppb (112 mg, 0.26 mmol) in DMF (12.5 ml) under nitrogen. After 15 min stirring, dimethyl diallylmalonate (6) (0.69 g, 3.25 mmol), DMM (1.73 g, 13 mmol, 4 eq.) and ethylbenzene (0.21 g, 2 mmol) as an internal standard were added. The solution was stirred at 100 °C and the reaction was monitored by GC analysis of aliquot samples. After 165 h, 7 was isolated from the reaction mixture by chromatography and fully characterised by NMR and MS techniques
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2 (36 mg, 0.13 mmol) was added a solution of dppb (112 mg, 0.26 mmol) in DMF (12.5 ml) under nitrogen. After 15 min stirring, dimethyl diallylmalonate (6) (0.69 g, 3.25 mmol), DMM (1.73 g, 13 mmol, 4 eq.) and ethylbenzene (0.21 g, 2 mmol) as an internal standard were added. The solution was stirred at 100 °C and the reaction was monitored by GC analysis of aliquot samples. After 165 h, 7 was isolated from the reaction mixture by chromatography and fully characterised by NMR and MS techniques.
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6. Bricout, H.; Carpentier, J.-F.; Mortreux, A. Tetrahedron Letters 1996, 37, 6105-6108.
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Tetrahedron Letters
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, pp. 6105-6108
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Bricout, H.1
Carpentier, J.-F.2
Mortreux, A.3
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Several control experiments (i without metal precursor and dppb, and (ii) without metal precursor but in the presence of dppb showed that no racemization at all occurs without the Ni-or Pd-based catalyst. The use of NaDMM is essential for a reasonable activity
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7. Several control experiments ((i) without metal precursor and dppb, and (ii) without metal precursor but in the presence of dppb) showed that no racemization at all occurs without the Ni-or Pd-based catalyst. The use of NaDMM is essential for a reasonable activity.
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8. Yamagishi, M.; Shima, T.; Yamagishi, T.; Hida, M. Tetrahedron: Asymmetry 1991, 2, 663-666.
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Tetrahedron: Asymmetry
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, pp. 663-666
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Yamagishi, M.1
Shima, T.2
Yamagishi, T.3
Hida, M.4
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