Addition of Benzylzinc Halides to Alkenyl(phenyl)iodonium Triflates: Stereoselective Synthesis of Trisubstituted Alkenes

Organic Letters

Volumn 2, Issue 11, 2000, Pages 1521-1523

  Hinkle, Robert J ^b   Leri, Alessandra C ^b   David, Geoffrey A ^b   Erwin, Whitney M ^a,b  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

^b The College of William and Mary   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001203406     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol005682+     Document Type: Article

References (31)

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2. For recent reviews of hypervalent iodine compounds, see: (a) Moriarty, R. M.; Prakash, O. In Advances in Heterocyclic Chemistry; Katritsky, A. R., Ed.; Academic: New York, 1998; pp 1-87. (b) Varvoglis, A. Tetrahedron 1997, 53, 1179-1255. (c) Zhdankin, V. V.; Stang, P. J. Chem. Rev. 1996, 96, 1123-1178. (d) Varvoglis, A. Hypervalent Iodine in Organic Synthesis; Academic: New York, 1997.
3. For recent reviews of hypervalent iodine compounds, see: (a) Moriarty, R. M.; Prakash, O. In Advances in Heterocyclic Chemistry; Katritsky, A. R., Ed.; Academic: New York, 1998; pp 1-87. (b) Varvoglis, A. Tetrahedron 1997, 53, 1179-1255. (c) Zhdankin, V. V.; Stang, P. J. Chem. Rev. 1996, 96, 1123-1178. (d) Varvoglis, A. Hypervalent Iodine in Organic Synthesis; Academic: New York, 1997.
4. For recent reviews of hypervalent iodine compounds, see: (a) Moriarty, R. M.; Prakash, O. In Advances in Heterocyclic Chemistry; Katritsky, A. R., Ed.; Academic: New York, 1998; pp 1-87. (b) Varvoglis, A. Tetrahedron 1997, 53, 1179-1255. (c) Zhdankin, V. V.; Stang, P. J. Chem. Rev. 1996, 96, 1123-1178. (d) Varvoglis, A. Hypervalent Iodine in Organic Synthesis; Academic: New York, 1997.
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17. Transmetalations with palladium are generally catalytic in palladium. Negishi's development of the reaction hearing his name is ample evidence for its utility: Negishi, E.; Liu, F. In Cross Coupling Reactions; Stang, P. J., Diederich, F., Eds.; VCH: Weinheim, 1997; Chapter 1, pp 1-49. Stevenson, T. M.; Prasad, B.; Knochel, P. Tetrahedron Lett. 1996, 37, 8375-8378. Negishi, E. Acc. Chem. Res. 1982, 15, 340-348.
18. Transmetalations with palladium are generally catalytic in palladium. Negishi's development of the reaction hearing his name is ample evidence for its utility: Negishi, E.; Liu, F. In Cross Coupling Reactions; Stang, P. J., Diederich, F., Eds.; VCH: Weinheim, 1997; Chapter 1, pp 1-49. Stevenson, T. M.; Prasad, B.; Knochel, P. Tetrahedron Lett. 1996, 37, 8375-8378. Negishi, E. Acc. Chem. Res. 1982, 15, 340-348.
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30. 13C NMR spectroscopy and were homogeneous by TLC. Compounds 6a and 6c also gave correct combustion analyses. Spectra and experimental details are contained in the Supporting Information.
31. 1H NMR spectroscopy. Hinkle, R. J.; Stang, P. J. Synthesis 1994, 393-396.