1207362-50-2Relevant academic research and scientific papers
Concise total synthesis of sintokamides A, B, and e by a unified, protecting-group-free strategy
Gu, Zhenhua,Zakarian, Armen
, p. 9702 - 9705 (2010)
One for all: A group of polychlorinated marine peptides known as sintokamides show intriguing activity against hormone-refractory prostate cancer cells. Three members of the group have now been synthesized by a general strategy enabled by a ruthenium-catalyzed radical chloroalkylation of titanium enolates (see scheme). Copyright
Dual Ti-Ru catalysis in the direct radical haloalkylation of N-acyl oxazolidinones
Gu, Zhenhua,Herrmann, Aaron T.,Zakarian, Armen
, p. 7136 - 7139 (2011)
Waste not, want not: A mechanistic study of the ruthenium-catalyzed haloalkylation of titanium enolates led to the development of a process that is catalytic in both metals: titanium and ruthenium (see scheme; Bn=benzyl, PMP=1,2,2,6,6-pentamethylpiperidine). Catalytic turnover was observed in the formation of the titanium enolates from N-acyl oxazolidinones, and insight was gained into the inhibitory effect of the amine base. Copyright
Efficient total synthesis of dysidenin, dysidin, and barbamide
Ilardi, Elizabeth A.,Zakarian, Armen
supporting information; experimental part, p. 2260 - 2263 (2012/06/30)
The total syntheses of three trichloroleucine-derived marine natural products-dysidenin, dysidin, and barbamide-capitalized on a practical and highly diastereoselective ruthenium catalyzed radical chloroalkylation of N-acyloxazolidinones as the key step. Copyright
Valence tautomerism in titanium enolates: Catalytic radical haloalkylation and application in the total synthesis of neodysidenin
Beaumont, Stephane,Ilardi, Elizabeth A.,Monroe, Lucas R.,Zakarian, Armen
supporting information; experimental part, p. 1482 - 1483 (2010/04/03)
(Chemical Equation Presented) A direct ruthenium-catalyzed radical chloroalkylation of N-acyl oxazolidinones capitalizing on valence tautomerism of titanium enolates has been developed. The chloroalkylation method served as the centerpiece in the enantioselective total synthesis of trichloroleucine-derived marine natural product neodysidenin.
