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1
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0000914003
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Recent reviews: (a) Sugihara, T.; Yamaguchi, M.; Nishizawa, M. Chem.-Eur. J. 2001, 7, 3315-3318.
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Chem.-Eur. J.
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Sugihara, T.1
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Nishizawa, M.3
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(c) Gibson, S. E.; Stevenazzi, A. Angew. Chem., Int. Ed. 2003, 42, 1800-1810.
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Gibson, S.E.1
Stevenazzi, A.2
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4
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0034712186
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[Co]: (a) Hiroi, K.; Watanabe, T.; Kawagishi, R.; Abe, I. Tetrahedron: Asymmetry 2000, 11, 797-808.
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(2000)
Tetrahedron: Asymmetry
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Hiroi, K.1
Watanabe, T.2
Kawagishi, R.3
Abe, I.4
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7
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0343953463
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(d) Jeong, N.; Sung, B. K.; Choi, Y. K. J. Am. Chem. Soc. 2000, 122, 6771-6772.
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Jeong, N.1
Sung, B.K.2
Choi, Y.K.3
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8
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0037131281
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Ir
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(e) Shibata, T.; Toshida, N.; Takagi, K. J. Org. Chem. 2002, 67, 7446-7450. [Ir]:
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Shibata, T.1
Toshida, N.2
Takagi, K.3
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10
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0030669588
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Using this type of alkenes, Pericàs et al. have reported outstanding results. See, for instance: (a) Fonquerna, S.; Moyano, A.; Pericàs, M. A.; Riera, A. J. Am. Chem. Soc. 1997, 119, 10225-10226.
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J. Am. Chem. Soc.
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Fonquerna, S.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
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11
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0035929462
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(b) Marchueta, I.; Montenegro, E.; Panov, D.; Poch, M.; Verdaguer, X.; Moyano, A.; Pericàs, M. A.; Riera, A. J. Org. Chem. 2001, 66. 6400-6409.
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J. Org. Chem.
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Marchueta, I.1
Montenegro, E.2
Panov, D.3
Poch, M.4
Verdaguer, X.5
Moyano, A.6
Pericàs, M.A.7
Riera, A.8
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12
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0034706013
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(c) Castro, J.; Moyano, A.; Pericàs, M. A.; Riera, A.; Alvarez-Larena, A.; Piniella, J. F. J. Am. Chem. Soc. 2000, 122, 7944-7952.
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J. Am. Chem. Soc.
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Castro, J.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
Alvarez-Larena, A.5
Piniella, J.F.6
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13
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(d) Verdaguer, X.; Moyano, A.; Pericàs, M. A.; Riera, A.; Maestro, M. A.; Mahía, J. J. Am. Chem. Soc. 2000, 122, 10242-10243.
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Verdaguer, X.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
Maestro, M.A.5
Mahía, J.6
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14
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0000257390
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Krafft et al. demonstrated that sulfur and nitrogen coordination to cobalt improves the reactivity and regioselectivity in intermolecular PKR of unstrained alkenes: Krafft, M. E.; Juliano, C. A.; Scott, I. A.; Wright, C.; McEachin, M. D. J. Am. Chem. Soc. 1991, 113, 1693-1703.
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Krafft, M.E.1
Juliano, C.A.2
Scott, I.A.3
Wright, C.4
McEachin, M.D.5
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15
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0037119779
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For the use of pyridylsilyl as directing group in the intermolecular Ru-catalyzed PKR, see: Itami, K.; Mitsudo, K.; Yoshida, J. Angew. Chem., Int. Ed. 2002, 41, 3481-3484.
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Angew. Chem., Int. Ed.
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Itami, K.1
Mitsudo, K.2
Yoshida, J.3
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16
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0016195367
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Umino, K.; Takeda, N.; Ito, Y.; Okuda, T. Chem. Pharm. Bull. 1974, 22, 1233-1238.
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Chem. Pharm. Bull.
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Umino, K.1
Takeda, N.2
Ito, Y.3
Okuda, T.4
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20
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85029867296
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(b) Jeong, N.; Chung, Y. K.; Lee, B. Y.; Lee, S. H.; Yoo, S.-E. Synlett 1991, 204-206.
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Synlett
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Jeong, N.1
Chung, Y.K.2
Lee, B.Y.3
Lee, S.H.4
Yoo, S.-E.5
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21
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0033165960
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In contrast, the intermolecular PKR of electron-poor alkenes, such as methyl acrylate, is completely regioselective: Ahmar, M.; Antras, F.; Cazes, B. Tetrahedron Lett. 1999, 40. 5503-5506.
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Tetrahedron Lett.
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, pp. 5503-5506
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Ahmar, M.1
Antras, F.2
Cazes, B.3
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22
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0032558144
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For the use of the o-(dimethylamino)phenylsulfinyl group as chiral auxiliary in asymmetric Heck reactions, see: Díaz Buezo, N.; Alonso, I.; Carretero, J. C. J. Am. Chem. Soc. 1998, 120, 7129-7130.
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J. Am. Chem. Soc.
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Díaz Buezo, N.1
Alonso, I.2
Carretero, J.C.3
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23
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0345471334
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note
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The stereochemical assignment of the diastereomers 2-9 (A + B) was first tentatively established by NMR and unequivocally confirmed in the case of 3A by X-ray diffraction.
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24
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0344177464
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Van Eldik, R., Klaerner, F.-G., Eds.; Wiley-VCH: Weinheim, Germany
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For a review on the use of high pressure on organometallic reactions, see: Reiser, O. In High-Pressure Chemistry; Van Eldik, R., Klaerner, F.-G., Eds.; Wiley-VCH: Weinheim, Germany, 2002; pp 223-238.
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(2002)
High-Pressure Chemistry
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Reiser, O.1
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25
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0038587682
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Han, Z.; Krishnamurthy, D.; Grover, P.; Wilkinson, H. S.; Fang, Q. K.; Su, X.; Lu, Z.-H.; Magiera, D.; Senanayake, C. H. Angew. Chem., Int. Ed. 2003, 42, 2032-2035.
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Angew. Chem., Int. Ed.
, vol.42
, pp. 2032-2035
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Han, Z.1
Krishnamurthy, D.2
Grover, P.3
Wilkinson, H.S.4
Fang, Q.K.5
Su, X.6
Lu, Z.-H.7
Magiera, D.8
Senanayake, C.H.9
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26
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0035855260
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Gallos, J. K.; Damianou, K. C.; Dellios, C. C. Tetrahedron Lett. 2001, 42, 5769-5771 and references therein.
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Tetrahedron Lett.
, vol.42
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Gallos, J.K.1
Damianou, K.C.2
Dellios, C.C.3
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27
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0345040120
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note
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As a second example of the lack of racemization at sulfur in the asymmetric version of this PKR, adduct (5S,SR)-7A was obtained in >99% ee from enantiopure vinyl sulfoxide (R)-1f.
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28
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0033548129
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In contrast, the PKR of sulfinylacetylenes takes place with partial racemization at sulfur: Montenegro, E.; Moyano, A.; Pericàs, M. A.; Riera, A.; Alvarez-Larena, A.; Piniella, J. F. Tetrahedron: Asymmetry 1999, 10, 457-471.
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(1999)
Tetrahedron: Asymmetry
, vol.10
, pp. 457-471
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Montenegro, E.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
Alvarez-Larena, A.5
Piniella, J.F.6
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