Enantio- and Diastereoselective Synthesis ofN-Acetyl Dihydrotetrafibricin Methyl Ester
نویسندگان
چکیده
منابع مشابه
Organocatalytic enantio- and diastereoselective synthesis of 3,5-disubstituted prolines.
The asymmetric synthesis of substituted pyrrolidines has been accomplished using a novel organocatalytic cyclization reaction promoted by a Cinchona alkaloid based primary amine. The reaction proceeds smoothly yielding pyrrolidine-2,2-dicarboxylates after in situ diastereoselective reduction with high levels of enantioselection. Furthermore, these adducts could be easily transformed into N-prot...
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The γ-amino alcohol structural motif is often encountered in drugs and natural products. We developed two complementary catalytic diastereoselective methods for the synthesis of N-PMP-protected γ-amino alcohols from the corresponding ketones. The anti-products were obtained through Ir-catalyzed asymmetric transfer hydrogenation, the syn-products via Rh-catalyzed asymmetric hydrogenation.
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An organocatalyzed Michael-cyclization cascade approach of readily available α,β-unsaturated aldehydes and pyrazoleamides has been developed to get highly substituted δ-lactones in excellent enantioselectivities (up to 97%) and diastereoselectivities. The δ-lactones so obtained could easily be transformed into benzazepine derivatives with excellent enantio- and diastereoselectivities. Furthermo...
متن کاملCatalytic, enantio- and diastereoselective synthesis of γ-butyrolactones incorporating quaternary stereocentres.
A new, highly enantio- and diastereoselective catalytic asymmetric formal cycloaddition of aryl succinic anhydrides and aldehydes which generates paraconic acid (γ-butyrolactone) derivatives is reported.
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The trans-o-hydroxybenzylidene pyruvate aldolase-catalysed reactions between fluoropyruvate and many (hetero)aromatic aldehydes yield aldol adducts without subsequent dehydration. Treatment of the reaction products with hydrogen peroxide yields the corresponding syn-configured α-fluoro β-hydroxy carboxylic acids which have >98 % ee. The overall chemoenzymatic approach, in which fluoropyruvate s...
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ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2013
ISSN: 0002-7863,1520-5126
DOI: 10.1021/ja401918r