Catalytic asymmetric [3+2] annulation of allylsilanes with isatins: Synthesis of spirooxindoles
Silyl-inspired spirocycle: The title reaction is the first example of a catalytic asymmetric [3+2] annulation reaction with allylsilanes. The annulation reaction utilizes a chiral ScCl2(SbF6)/L catalyst and TMSCl as a promoter to aff
Hanhan, Nadine V.,Ball-Jones, Nicolas R.,Tran, Ngon T.,Franz, Annaliese K.
supporting information; experimental part
p. 989 - 992
(2012/03/08)
Enantioselective and regioselective indium(III)-catalyzed addition of pyrroles to isatins
The indium(III)-catalyzed enantioselective and regioselective addition of pyrroles to isatins is described. The effects of metal and solvent on the reactivity and selectivity are compared and discussed, demonstrating that the indium(III)-indapybox complex
Gutierrez, Elisa G.,Wong, Casey J.,Sahin, Aziza H.,Franz, Annaliese K.
supporting information; experimental part
p. 5754 - 5757
(2011/12/05)
An efficient and general one-pot method for the synthesis of chiral bis(oxazoline) and pyridine bis(oxazoline) ligands
An expeditious method for the synthesis of chiral box and pybox ligands is reported. The approach is based on a one-pot condensation reaction of chiral β-amino alcohols with a dinitrile using stoichiometric or catalytic amounts of zinc triflate. Yields gr
Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition
The use of chiral pybox ligands imparts enantioselectivity to the Cu I-catalyzed azide-alkyne cycloaddition reaction, in the form of kinetic resolution of α-chiral azides and desymmetrization of gem-diazides. While levels of selectivity are modest, the results show unequivocally that the process benefits from ligand-accelerated catalysis.
Meng, Jun-Cai,Fokin, Valery V.,Finn
p. 4543 - 4546
(2007/10/03)
Asymmetric ring opening of meso epoxides with TMSCN catalyzed by (pybox)lanthanide complexes.
The asymmetric ring opening of meso epoxides with TMSCN is catalyzed by (pybox)YbCl3 complexes, yielding the beta-trimethylsilyloxy nitrile ring-opened products with good enantioselectivities (83-92% ee). The reaction exhibits a second-order kinetic depen
Schaus,Jacobsen
p. 1001 - 1004
(2007/10/03)
Concise synthesis of conformationally constrained pybox ligands
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Davies, Ian W.,Gerena, Linda,Lu, Nu,Larsen, Robert D.,Reider, Paul J.
p. 9629 - 9630
(2007/10/03)
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