Organocatalyzed Enantioselective Aldol and Henry Reactions Starting from Benzylic Alcohols
نویسندگان
چکیده
منابع مشابه
Enantioselective organocatalyzed Henry reaction with fluoromethyl ketones.
Remarkable generality in scope of new C9-benzoylcupreines bearing electron-withdrawing substituents for the nitroaldol condensation with fluoromethyl ketones is presented. Both tri- and difluoromethyl ketones provided excellent levels of stereoinduction (ee 76-99%) under mild reaction conditions and low loading of catalyst (1-5 mol%).
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A large number of interesting organocatalytic enantioselective protocols have been explored and successfully applied in the last decade. Among them, the Henry (nitroaldol) reaction represents a powerful carbon-carbon bond-forming procedure for the preparation of valuable synthetic intermediates, such as enantioenriched nitro alcohols, which can be further transformed in a number of important ni...
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Various organocatalysts have been developed for the aldol reaction but particular attention has been paid to prolinamide derivatives. They are easy to prepare and their catalytic activity can be readily tuned through structural modification. In this review, the comparison of catalytic activities between prolinethioamides and their respective amides in direct asymmetric aldol reactions is presen...
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An acid-catalysed Ritter reaction of chiral secondary benzylic alcohols enables diastereoselective access to chiral amides, which represent inter alia valuable intermediates for the synthesis of chiral 1,2-diamines and beta-amino acids.
متن کاملEnantioselective direct aldol reactions catalyzed by L-prolinamide derivatives.
l-Prolinamides 2, prepared from l-proline and simple aliphatic and aromatic amines, have been found to be active catalysts for the direct aldol reaction of 4-nitrobenzaldehyde with neat acetone at room temperature. They give moderate enantioselectivities of up to 46% enantiomeric excess (ee). The enantioselectivity increases as the amide N-H becomes a better hydrogen bond donor. l-Prolinamides ...
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ژورنال
عنوان ژورنال: Advanced Synthesis & Catalysis
سال: 2017
ISSN: 1615-4150
DOI: 10.1002/adsc.201701351