S-[3-Cyano-2-oxo-3-(triphenyl-λ<sub>5</sub>-phosphanylidene)propyl] O-ethyl Carbonodithioate: A Novel Xanthate Reagent for the Synthesis of α-keto (cyanomethylene)triphenylphosphorane Ylides from Olefins

DOI QR Code

S-[3-Cyano-2-oxo-3-(triphenyl-λ₅-phosphanylidene)propyl] O-ethyl Carbonodithioate: A Novel Xanthate Reagent for the Synthesis of α-keto (cyanomethylene)triphenylphosphorane Ylides from Olefins

Wasserman, H. H.; Ho, W.-B. J. Org. Chem. 1994, 59, 4364. https://doi.org/10.1021/jo00095a005
(a) Wasserman, H. H.; Petersen, A. K. J. Org. Chem. 1997, 38, 953.
(b) Lee, K. Bull. Korean Chem. Soc. 2002, 23, 351. https://doi.org/10.5012/bkcs.2002.23.2.351
(c) Price, W. S.; Fletcher, S.; Jorgensen, M. R.; Miller, A. D. Synlett 2006, 1933.
(d) Roche, S. P.; Faure, S.; El Blidi, L.; Aitken, D. J. Eur. J. Org. Chem. 2008, 30, 5067.
(a) Lee, K. Bull. Korean Chem. Soc. 2007, 28, 1641. https://doi.org/10.5012/bkcs.2007.28.10.1641
(b) Lee, K. Bull. Korean Chem. Soc. 2010, 31, 2776. https://doi.org/10.5012/bkcs.2010.31.10.2776
(c) Lee, K. Bull. Korean Chem. Soc. 2009, 30, 2521. https://doi.org/10.5012/bkcs.2009.30.11.2521
(d) Lee, K.; Hwang, C.-Y. Bull. Korean Chem. Soc. 2013, 34, 2953. https://doi.org/10.5012/bkcs.2013.34.10.2953
Boivin, J.; Jrad, R.; Juge, S.; Nguyen, V.-T. Org. Lett. 2003, 5, 1645. https://doi.org/10.1021/ol0342610
Studer, A.; Amrein, S. Synthesis 2002, 835.
Liard, A.; Quiciet-Sire, B.; Zard, S. Z. Tetrahedron Lett. 1996, 37, 5877. https://doi.org/10.1016/0040-4039(96)01253-1

A New Synthesis of β-Keto Sulfones from Olefins Utilizing Novel Xanthate Reagents vol.38, pp.12, 2017, https://doi.org/10.1002/bkcs.11302
The Xanthate Route to Ketones: When the Radical Is Better than the Enolate vol.51, pp.7, 2013, https://doi.org/10.1021/acs.accounts.8b00201