Synthesis of chiral sulfoximine-based thioureas and their application in asymmetric organocatalysis
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چکیده
منابع مشابه
Synthesis of chiral sulfoximine-based thioureas and their application in asymmetric organocatalysis
For the first time, chiral sulfoximine derivatives have been applied as asymmetric organocatalysts. In combination with a thiourea-type backbone the sulfonimidoyl moiety leads to organocatalysts showing good reactivity in the catalytic desymmetrization of a cyclic meso-anhydride and moderate enantioselectivity in the catalytic asymmetric Biginelli reaction. Straightforward synthetic routes prov...
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Disclosed herein is a stereoselective method for the synthesis of 2,3-furan fused carbocycles bearing adjacent quaternary and tertiary carbon stereocenters. The chemistry is based on an asymmetric addition of β-ketoesters to 2-(1-alkynyl)-2-alkene-1-ones catalysed by natural cinchona alkaloids followed by a silver-catalysed intramolecular cycloisomerisation. By exploiting the distinct catalysis...
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Over the last three decades, the sulfinyl group has received considerable attention in asymmetric synthesis1‒5 as a chiral tool. The sulfinyl group is widely used as to bring about numerous asymmetric transformations. The effectiveness of the sulfoxide in diastereoselective auxiliary-induced reactions is mainly due to the steric and stereo electronic differences existing between the substituent...
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Asymmetric synthesis of tetrahydroquinolines through supramolecular organocatalysis.
Functionalized chiral tetrahydroquinolines were synthesized through supramolecular organocatalysis using quinidine-NH-thiourea 3c/L-phenylalanine 4i followed by reductive amination from the simple substrates.
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2012
ISSN: 1860-5397
DOI: 10.3762/bjoc.8.164