Ring Opening of Pymisyl??Protected Aziridines with Organocuprates
J Bornholdt, J Felding, RP Clausen…
Index: Bornholdt, Jan; Felding, Jakob; Clausen, Rasmus P.; Kristensen, Jesper L. Chemistry - A European Journal, 2010 , vol. 16, # 41 p. 12474 - 12480
Full Text: HTML
Citation Number: 18
Abstract
Abstract The pyrimidine-2-sulfonyl (pymisyl) group is introduced as a new protecting group that can be used to activate aziridines towards ring opening. It is readily introduced and removed under mild conditions. Regioselective ring opening of pymisyl-protected 2-methyl- aziridine with organocuprates gives the corresponding sulfonamides in high yields, and the pymisyl group can subsequently be removed upon treatment with a thiolate. The versatility ...
Related Articles:
Transition-Metal-Free Acid-Mediated Synthesis of Aryl Sulfides from Thiols and Thioethers
[Wagner, Anna M.; Sanford, Melanie S. Journal of Organic Chemistry, 2014 , vol. 79, # 5 p. 2263 - 2267]
Beyond the cyanine limit: Peierls distortion and symmetry collapse in a polymethine dye
[Tolbert, Laren M.; Zhao, Xiaodong Journal of the American Chemical Society, 1997 , vol. 119, # 14 p. 3253 - 3258]
New Syntheses of Substituted Pyridines via Bromine–Magnesium Exchange
[Trecourt, Francois; Breton, Gilles; Bonnet, Veronique; Mongin, Florence; Marsais, Francis; Queguiner, Guy Tetrahedron, 2000 , vol. 56, # 10 p. 1349 - 1360]