Abstract
Hexacarbonyldicobalt-stabilized propargyl cation is captured by a nucleophile. Subsequent oxidative demetallation then gives the propargylated product.
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References
-
1.
Nicholas, K. M.; Pettit, R. J. Organomet. Chem. 1972, 44, C21–C24.
-
2.
Nicholas, K. M. Acc. Chem. Res. 1987, 20, 207–214. (Review).
-
3.
Corey, E. J.; Helal, C. J. Tetrahedron Lett. 1996, 37, 4837–4840.
-
4.
Jamison, T. F.; Shambayati, S. J. Am. Chem. Soc. 1997, 119, 4353–4363.
-
5.
Teobald, B. J. Tetrahedron 2002, 58, 4133-4170. (Review).
-
6.
Takase, M.; Morikawa, T.; Abe, H.; Inouye, M. Org. Lett. 2003, 5, 625–628.
-
7.
Ding, Y.; Green, J. R. Synlett 2005, 271–274.
-
8.
Pinacho Crisóstomo, F. R.; Carrillo, R. Tetrahedron Lett. 2005, 46, 2829–2832.
-
9.
Hamajima, A.; Isobe, M. Org. Lett. 2006, 8, 1205–1208.
-
10.
Shea, K. M. Nicholas Reaction. In Name Reactions for Homologations-Part I; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2009, pp 284-298. (Review).
-
11.
Mukai, C.; Kojima, T.; Kawamura, T.; Inagaki, F. Tetrahedron 2013, 69, 7659–7669.
-
12.
Feldman, K. S.; Folda, T. S. J. Org. Chem. 2016, 81, 4566–4575.
-
13.
Shao, H.; Bao, W.; **g, Z.-R.; Wang, Y.-P.; Zhang, F.-M.; Wang, S.-H.; Tu, Y.-Q. Org. Lett. 2017, 19, 4648–4651.
-
14.
Johnson, R. E.; Ree, H.; Hartmann, M.; Lang, L.; Sawano, S.; Sarpong, R. J. Am. Chem. Soc. 2019, 141, 2233-2237.
-
15.
Kaczmarek, R.; Korczynski, D.; Green, J. R.; Dembinski, R. Beilst. J. Org. Chem. 2020, 16, 1-8.
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Li, J.J. (2021). Nicholas Reaction. In: Name Reactions. Springer, Cham. https://doi.org/10.1007/978-3-030-50865-4_107
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DOI: https://doi.org/10.1007/978-3-030-50865-4_107
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