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For recent reviews for allylmetal additions, see: (a) Denmark, S. E.; Almstead, N. G. Modern Carbonyl Chemistry; Otera, J., Ed.; Wiley-VCH; Weinheim, 2000; Chapter 10; (b) Yamamoto, Y.; Asao, N. Chem. Rev. 1993, 93, 2207; © Evans, D. A.; Dart, M. J.; Duffy, J. L.; Yang, M. G.; Livingston, A. B. J. Am. Chem. Soc. 1995, 117, 6619; (d) Keck, G. E.; Boden, E. P. Tetrahedron Lett. 1984, 25, 265; (e) Keck, G. E.; Abbott, D. E.; Boden, E. P.; Enholm, E. J. Tetrahedron Lett. 1984, 25, 3927; (f) Keck, G. E.; Abbott, D. E.; Wiley, M. R. Tetrahedron Lett. 1987, 28, 139; (g) Keck, G. E.; Savin, K. A.; Cressman, E. N. K.; Abbott, D. E. J. Org. Chem. 1994, 59, 7889.
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For recent reviews for allylmetal additions, see: (a) Denmark, S. E.; Almstead, N. G. Modern Carbonyl Chemistry; Otera, J., Ed.; Wiley-VCH; Weinheim, 2000; Chapter 10; (b) Yamamoto, Y.; Asao, N. Chem. Rev. 1993, 93, 2207; © Evans, D. A.; Dart, M. J.; Duffy, J. L.; Yang, M. G.; Livingston, A. B. J. Am. Chem. Soc. 1995, 117, 6619; (d) Keck, G. E.; Boden, E. P. Tetrahedron Lett. 1984, 25, 265; (e) Keck, G. E.; Abbott, D. E.; Boden, E. P.; Enholm, E. J. Tetrahedron Lett. 1984, 25, 3927; (f) Keck, G. E.; Abbott, D. E.; Wiley, M. R. Tetrahedron Lett. 1987, 28, 139; (g) Keck, G. E.; Savin, K. A.; Cressman, E. N. K.; Abbott, D. E. J. Org. Chem. 1994, 59, 7889.
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For recent reviews for allylmetal additions, see: (a) Denmark, S. E.; Almstead, N. G. Modern Carbonyl Chemistry; Otera, J., Ed.; Wiley-VCH; Weinheim, 2000; Chapter 10; (b) Yamamoto, Y.; Asao, N. Chem. Rev. 1993, 93, 2207; © Evans, D. A.; Dart, M. J.; Duffy, J. L.; Yang, M. G.; Livingston, A. B. J. Am. Chem. Soc. 1995, 117, 6619; (d) Keck, G. E.; Boden, E. P. Tetrahedron Lett. 1984, 25, 265; (e) Keck, G. E.; Abbott, D. E.; Boden, E. P.; Enholm, E. J. Tetrahedron Lett. 1984, 25, 3927; (f) Keck, G. E.; Abbott, D. E.; Wiley, M. R. Tetrahedron Lett. 1987, 28, 139; (g) Keck, G. E.; Savin, K. A.; Cressman, E. N. K.; Abbott, D. E. J. Org. Chem. 1994, 59, 7889.
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For recent reviews for allylmetal additions, see: (a) Denmark, S. E.; Almstead, N. G. Modern Carbonyl Chemistry; Otera, J., Ed.; Wiley-VCH; Weinheim, 2000; Chapter 10; (b) Yamamoto, Y.; Asao, N. Chem. Rev. 1993, 93, 2207; © Evans, D. A.; Dart, M. J.; Duffy, J. L.; Yang, M. G.; Livingston, A. B. J. Am. Chem. Soc. 1995, 117, 6619; (d) Keck, G. E.; Boden, E. P. Tetrahedron Lett. 1984, 25, 265; (e) Keck, G. E.; Abbott, D. E.; Boden, E. P.; Enholm, E. J. Tetrahedron Lett. 1984, 25, 3927; (f) Keck, G. E.; Abbott, D. E.; Wiley, M. R. Tetrahedron Lett. 1987, 28, 139; (g) Keck, G. E.; Savin, K. A.; Cressman, E. N. K.; Abbott, D. E. J. Org. Chem. 1994, 59, 7889.
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For recent reviews for allylmetal additions, see: (a) Denmark, S. E.; Almstead, N. G. Modern Carbonyl Chemistry; Otera, J., Ed.; Wiley-VCH; Weinheim, 2000; Chapter 10; (b) Yamamoto, Y.; Asao, N. Chem. Rev. 1993, 93, 2207; © Evans, D. A.; Dart, M. J.; Duffy, J. L.; Yang, M. G.; Livingston, A. B. J. Am. Chem. Soc. 1995, 117, 6619; (d) Keck, G. E.; Boden, E. P. Tetrahedron Lett. 1984, 25, 265; (e) Keck, G. E.; Abbott, D. E.; Boden, E. P.; Enholm, E. J. Tetrahedron Lett. 1984, 25, 3927; (f) Keck, G. E.; Abbott, D. E.; Wiley, M. R. Tetrahedron Lett. 1987, 28, 139; (g) Keck, G. E.; Savin, K. A.; Cressman, E. N. K.; Abbott, D. E. J. Org. Chem. 1994, 59, 7889.
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Some representative reviews and articles for enantioselective allylation are: (a) Marshall, J. A. Chemtracts-Organic Chemistry 1996, 9, 280; (b) Cozzi, P. G.; Tagliavini, E.; Umani-Ronchi, A. Gaz. Chim. Ital. 1997, 127, 247; © Gauthier, D. R.; Carreira, E. M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2363l; (d) Furuta, K.; Mouri, M.; Yamamoto, H. Synlett 1991, 561.
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(d) for mechanistic studies, see: Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (e) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831; (f) Paquette, L. A.; Lobben, P. C. J. Am. Chem. Soc. 1996, 118, 1917; (g) Paquette, L. A.; Mitzel, T. M. J. Am. Chem. Soc. 1996, 118, 1931; (h) Fujiwara, N.; Yamamoto, Y. J. Org. Chem. 1997, 62, 2318; (i) Paquette, L. A.; Mitzel, T. M.; Isaac, M. B.; Crasto, C. F.; Schomer, W. W. J. Org. Chem. 1997, 62, 4293; (j) Hirashita, T.; Kamei, T.; Horie, T.; Yamamura, H.; Kawai, M.; Araki, S. J. Org. Chem. 1999, 64, 172; (k) Paquette, L. A.; Rothaar, R. R. J. Org. Chem. 1999, 64, 217; (m) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149.
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(d) for mechanistic studies, see: Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (e) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831; (f) Paquette, L. A.; Lobben, P. C. J. Am. Chem. Soc. 1996, 118, 1917; (g) Paquette, L. A.; Mitzel, T. M. J. Am. Chem. Soc. 1996, 118, 1931; (h) Fujiwara, N.; Yamamoto, Y. J. Org. Chem. 1997, 62, 2318; (i) Paquette, L. A.; Mitzel, T. M.; Isaac, M. B.; Crasto, C. F.; Schomer, W. W. J. Org. Chem. 1997, 62, 4293; (j) Hirashita, T.; Kamei, T.; Horie, T.; Yamamura, H.; Kawai, M.; Araki, S. J. Org. Chem. 1999, 64, 172; (k) Paquette, L. A.; Rothaar, R. R. J. Org. Chem. 1999, 64, 217; (m) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149.
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(d) for mechanistic studies, see: Chan, T. H.; Yang, Y. J. Am. Chem. Soc. 1999, 121, 3228; (e) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831; (f) Paquette, L. A.; Lobben, P. C. J. Am. Chem. Soc. 1996, 118, 1917; (g) Paquette, L. A.; Mitzel, T. M. J. Am. Chem. Soc. 1996, 118, 1931; (h) Fujiwara, N.; Yamamoto, Y. J. Org. Chem. 1997, 62, 2318; (i) Paquette, L. A.; Mitzel, T. M.; Isaac, M. B.; Crasto, C. F.; Schomer, W. W. J. Org. Chem. 1997, 62, 4293; (j) Hirashita, T.; Kamei, T.; Horie, T.; Yamamura, H.; Kawai, M.; Araki, S. J. Org. Chem. 1999, 64, 172; (k) Paquette, L. A.; Rothaar, R. R. J. Org. Chem. 1999, 64, 217; (m) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149.
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Lebreton, J.5
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93
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0033615512
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For synthesis of non-racemic homopropargylic alcohols, see: (a) Marshall, J. A.; Grant, C. M. J. Org. Chem. 1999, 64, 8214; (b) Marshall, J. A.; Adams, N. D. J. Org. Chem. 1998, 63, 3812.
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Grant, C.M.2
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0000536832
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For synthesis of non-racemic homopropargylic alcohols, see: (a) Marshall, J. A.; Grant, C. M. J. Org. Chem. 1999, 64, 8214; (b) Marshall, J. A.; Adams, N. D. J. Org. Chem. 1998, 63, 3812.
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Marshall, J.A.1
Adams, N.D.2
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97
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0030590974
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For enzymatic resolution of racemic homoallylic alcohols, see: (a) Master, H. E.; Newadkar, R. V.; Rane, R. A.; Kumar, A. Tetrahedron Lett. 1996, 37, 9253; (b) Adam, W.; Saha-Moller, C. R.; Schmid, K. S. Tetrahedron: Asymmetry 1999, 10, 315; © Bierstedt, A.; Stolting, J.; Frohlich, R.; Metz, P. Tetrahedron: Asymmetry 2001, 12, 3399; (d) Uenishi, J.; Hiraoka, T.; Hata, S.; Nishiwaki, K.; Yonemitsu, O.; Nakamura, K.; Tsukube, H. J. Org. Chem. 1998, 63, 2481; (e) Morgan, B.; Oehlschlager, A. C.; Stokes, T. M. J. Org. Chem. 1992, 57, 3231; (f) Pai, Y.-C.; Fang, J.-M.; Wu, S.-H. J. Org. Chem. 1994, 59, 6018.
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(1996)
Tetrahedron Lett.
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, pp. 9253
-
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Master, H.E.1
Newadkar, R.V.2
Rane, R.A.3
Kumar, A.4
-
98
-
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0344527959
-
-
For enzymatic resolution of racemic homoallylic alcohols, see: (a) Master, H. E.; Newadkar, R. V.; Rane, R. A.; Kumar, A. Tetrahedron Lett. 1996, 37, 9253; (b) Adam, W.; Saha-Moller, C. R.; Schmid, K. S. Tetrahedron: Asymmetry 1999, 10, 315; © Bierstedt, A.; Stolting, J.; Frohlich, R.; Metz, P. Tetrahedron: Asymmetry 2001, 12, 3399; (d) Uenishi, J.; Hiraoka, T.; Hata, S.; Nishiwaki, K.; Yonemitsu, O.; Nakamura, K.; Tsukube, H. J. Org. Chem. 1998, 63, 2481; (e) Morgan, B.; Oehlschlager, A. C.; Stokes, T. M. J. Org. Chem. 1992, 57, 3231; (f) Pai, Y.-C.; Fang, J.-M.; Wu, S.-H. J. Org. Chem. 1994, 59, 6018.
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(1999)
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, vol.10
, pp. 315
-
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Adam, W.1
Saha-Moller, C.R.2
Schmid, K.S.3
-
99
-
-
0037148428
-
-
For enzymatic resolution of racemic homoallylic alcohols, see: (a) Master, H. E.; Newadkar, R. V.; Rane, R. A.; Kumar, A. Tetrahedron Lett. 1996, 37, 9253; (b) Adam, W.; Saha-Moller, C. R.; Schmid, K. S. Tetrahedron: Asymmetry 1999, 10, 315; © Bierstedt, A.; Stolting, J.; Frohlich, R.; Metz, P. Tetrahedron: Asymmetry 2001, 12, 3399; (d) Uenishi, J.; Hiraoka, T.; Hata, S.; Nishiwaki, K.; Yonemitsu, O.; Nakamura, K.; Tsukube, H. J. Org. Chem. 1998, 63, 2481; (e) Morgan, B.; Oehlschlager, A. C.; Stokes, T. M. J. Org. Chem. 1992, 57, 3231; (f) Pai, Y.-C.; Fang, J.-M.; Wu, S.-H. J. Org. Chem. 1994, 59, 6018.
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(2001)
Tetrahedron: Asymmetry
, vol.12
, pp. 3399
-
-
Bierstedt, A.1
Stolting, J.2
Frohlich, R.3
Metz, P.4
-
100
-
-
0000506063
-
-
For enzymatic resolution of racemic homoallylic alcohols, see: (a) Master, H. E.; Newadkar, R. V.; Rane, R. A.; Kumar, A. Tetrahedron Lett. 1996, 37, 9253; (b) Adam, W.; Saha-Moller, C. R.; Schmid, K. S. Tetrahedron: Asymmetry 1999, 10, 315; © Bierstedt, A.; Stolting, J.; Frohlich, R.; Metz, P. Tetrahedron: Asymmetry 2001, 12, 3399; (d) Uenishi, J.; Hiraoka, T.; Hata, S.; Nishiwaki, K.; Yonemitsu, O.; Nakamura, K.; Tsukube, H. J. Org. Chem. 1998, 63, 2481; (e) Morgan, B.; Oehlschlager, A. C.; Stokes, T. M. J. Org. Chem. 1992, 57, 3231; (f) Pai, Y.-C.; Fang, J.-M.; Wu, S.-H. J. Org. Chem. 1994, 59, 6018.
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(1998)
J. Org. Chem.
, vol.63
, pp. 2481
-
-
Uenishi, J.1
Hiraoka, T.2
Hata, S.3
Nishiwaki, K.4
Yonemitsu, O.5
Nakamura, K.6
Tsukube, H.7
-
101
-
-
0000123148
-
-
For enzymatic resolution of racemic homoallylic alcohols, see: (a) Master, H. E.; Newadkar, R. V.; Rane, R. A.; Kumar, A. Tetrahedron Lett. 1996, 37, 9253; (b) Adam, W.; Saha-Moller, C. R.; Schmid, K. S. Tetrahedron: Asymmetry 1999, 10, 315; © Bierstedt, A.; Stolting, J.; Frohlich, R.; Metz, P. Tetrahedron: Asymmetry 2001, 12, 3399; (d) Uenishi, J.; Hiraoka, T.; Hata, S.; Nishiwaki, K.; Yonemitsu, O.; Nakamura, K.; Tsukube, H. J. Org. Chem. 1998, 63, 2481; (e) Morgan, B.; Oehlschlager, A. C.; Stokes, T. M. J. Org. Chem. 1992, 57, 3231; (f) Pai, Y.-C.; Fang, J.-M.; Wu, S.-H. J. Org. Chem. 1994, 59, 6018.
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(1992)
J. Org. Chem.
, vol.57
, pp. 3231
-
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Morgan, B.1
Oehlschlager, A.C.2
Stokes, T.M.3
-
102
-
-
0027973117
-
-
For enzymatic resolution of racemic homoallylic alcohols, see: (a) Master, H. E.; Newadkar, R. V.; Rane, R. A.; Kumar, A. Tetrahedron Lett. 1996, 37, 9253; (b) Adam, W.; Saha-Moller, C. R.; Schmid, K. S. Tetrahedron: Asymmetry 1999, 10, 315; © Bierstedt, A.; Stolting, J.; Frohlich, R.; Metz, P. Tetrahedron: Asymmetry 2001, 12, 3399; (d) Uenishi, J.; Hiraoka, T.; Hata, S.; Nishiwaki, K.; Yonemitsu, O.; Nakamura, K.; Tsukube, H. J. Org. Chem. 1998, 63, 2481; (e) Morgan, B.; Oehlschlager, A. C.; Stokes, T. M. J. Org. Chem. 1992, 57, 3231; (f) Pai, Y.-C.; Fang, J.-M.; Wu, S.-H. J. Org. Chem. 1994, 59, 6018.
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(1994)
J. Org. Chem.
, vol.59
, pp. 6018
-
-
Pai, Y.-C.1
Fang, J.-M.2
Wu, S.-H.3
-
111
-
-
84992537467
-
-
3 solution
-
3 solution.
-
-
-
-
119
-
-
84992566730
-
-
D could not recorded as there were wide fluctuations in the value given by polarimeter (when a solution of (R)-6b or (S)-4b was used) and no stable value could be obtained
-
D could not recorded as there were wide fluctuations in the value given by polarimeter (when a solution of (R)-6b or (S)-4b was used) and no stable value could be obtained.
-
-
-
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