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1
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0032960346
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For recent reviews on enantioselective radical reactions see: (a) Sibi, M. P.; Porter, N. A. Acc. Chem. Res. 1999, 32, 163.
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(b) Renaud, P.; Gerster, M. Angem Chem., Int. Ed. 1998, 37, 2562.
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(b) Blumenstein, M.; Schwarzkopf, K.; Metzger, J. O. Angew. Chem. Int. Ed. 1997, 36, 235.
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Blumenstein, M.1
Schwarzkopf, K.2
Metzger, J.O.3
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5
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0001129247
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(a) Schwarzkopf, K.; Bluemenstein, M.; Hayen, A.; Metzger, J. C. Eur. J. Org. Chem. 1998, 177.
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Schwarzkopf, K.1
Bluemenstein, M.2
Hayen, A.3
Metzger, J.C.4
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7
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33847087813
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(a) Hart, W. P.; Macomber, D. W.; Rausch, M. D. J. Am. Chem. Soc. 1980, 102, 1196.
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Macomber, D.W.2
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(b) Calabrese, J. C.; Cheng, L.; Green, J. C. Marder, S. R.; Tam, W. J. Am. Chem. Soc. 1991, 113, 7227.
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Calabrese, J.C.1
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Tam, W.5
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9
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0032581486
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(a) Kang, J.; Lee, J. H.; Ahn, S. H.; Choi, J. S. Tetrahedron Lett 1998, 39, 5523.
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Tetrahedron Lett.
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Kang, J.1
Lee, J.H.2
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Choi, J.S.4
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(b) Kang, J.; Lee, J. H.; Choi, J. S. Tetrahedron Assymmetry 2001, 12, 33.
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Tetrahedron Assymmetry
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Kang, J.1
Lee, J.H.2
Choi, J.S.3
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11
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0002816888
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Hoppe, S.; Weichmann, H.; Jurkschat, K.; Koglin, C. S.; Drage M. J. Organomet. Chem. 1995, 505, 63.
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Hoppe, S.1
Weichmann, H.2
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Drage, M.5
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15
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0343776202
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(c) Maleczka, Jr., R. E.; Gallagher, W. P.; Terstiege, I. J. Am. Chem. Soc. 2000, 122, 384.
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Maleczka Jr., R.E.1
Gallagher, W.P.2
Terstiege, I.3
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17
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0344439414
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note
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Although the tin hydride 12 is a highly enantioselective agent, slowly decomposed to 18 and 19 during the reaction, due to which the conversion might have been always low. The amides and amidines, 20, with similar steric setting but with stronger done character were stable but the enantioselectivity with thes trigonalized reagents was less than 25%. Details of preparatio will be reported in due course.
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18
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0002816888
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1H-NMR spectral data of the tin chloride 10 and the hydride 1 indicated that the two methyl groups on the tin atom and diastereotopic in each case. (10: δ = 0.88 (s) and 0.58 (s). 12: δ 0.22 (d) and 0.18 (d)) This may be the evidence for intramolecular penta-coordination of the tin atom with the amine nitrogen. (a) Hoppe, S.; Weichmann, H.; Jurkschat, K.; Koglin, C. S.; Drage, M. J. Organomet. Chem. 1995, 505, 63.
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(1995)
J. Organomet. Chem.
, vol.505
, pp. 63
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Hoppe, S.1
Weichmann, H.2
Jurkschat, K.3
Koglin, C.S.4
Drage, M.5
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