6065-82-3, Name is Ethyl diethoxyacetate, molecular formula is C8H16O4, belongs to esters-buliding-blocks compound, is a common compound. In a patnet, author is Hatano, Manabu, once mentioned the new application about 6065-82-3, Application In Synthesis of Ethyl diethoxyacetate.
Enantioselective Aza-Friedel-Crafts Reaction of Indoles and Pyrroles Catalyzed by Chiral C-1-Symmetric Bis(phosphoric Acid)
A hydrogen bonding network in chiral Bronsted acid catalysts is important for the construction of a chiral cavity and the enhancement of catalytic activity. In this regard, we developed a highly enantioselective aza-Friedel-Crafts reaction of indoles and pyrroles with acyclic a-ketimino esters in the presence of a chiral C-1-symmetric BINOL-derived bis(phosphoric acid) catalyst. The desired alkylation products with chiral quaternary carbon centers were obtained in high yields with high enantioselectivities on up to a 1.2-g scale with 0.2 mol % catalyst loading. Interestingly, the absolute configurations of the products from indoles and pyrroles were opposite even with the use of the same chiral catalyst. Moreover, preliminary mechanistic considerations disclosed that a unique hydrogen bonding network with or without pi-pi interactions among the catalyst and substrates might partially play a pivotal role.
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