Ibrahem, Ismail; Zhao, Gui-Ling; Rios, Ramon; Vesely, Jan; Sunden, Henrik; Dziedzic, Pawel; Cordova, Armando published an article in 2008, the title of the article was One-pot organocatalytic domino Michael/α-alkylation reactions: direct catalytic enantioselective cyclopropanation and cyclopentanation reactions.Electric Literature of 79815-20-6 And the article contains the following content:
The development of one-pot organocatalytic domino Michael/α-alkylation reactions between bromomalonates or bromoacetoacetate esters and α,β-unsaturated aldehydes is presented. The chiral-amine-catalyzed reactions with bromomalonates as substrates give access to the corresponding 2-formylcyclopropane derivatives in high yields with excellent diastereoselectivity and up to 99% ee. The catalytic domino Michael/α-alkylation reactions between 4-bromo-acetoacetate and enals provide a route for the synthesis of functionalized cyclopentanones in good to high yields with 93-99% ee. The products from the organocatalytic reactions were also reduced with high diastereoselectivity to the corresponding cyclopropanols and cyclopentanols, resp. Moreover, one-pot combinations of amine and heterocyclic carbene catalysis (AHCC) enabled the highly enantioselective synthesis of β-malonate esters (91-97% ee) from the reaction between bromomalonates and enals. The tandem catalysis included the catalytic domino reaction followed by catalytic in situ chemoselective ring-opening of the 2-formylcyclopropane intermediates. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Electric Literature of 79815-20-6
The Article related to catalytic enantioselective cyclopropanation cyclopentanation, Physical Organic Chemistry: Ring Formation, Cleavage, Enlargement, and Contraction and other aspects.Electric Literature of 79815-20-6
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Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles