Literature DB >> 17323961

Enantioselective direct aldol reaction "on water" promoted by chiral organic catalysts.

Stefania Guizzetti1, Maurizio Benaglia, Laura Raimondi, Giuseppe Celentano.   

Abstract

[structure: see text]. 1,1'-Binaphthyl-2,2'-diamine-based (S)-prolinamides in the presence of stearic acid were able to promote the direct aldol condensation of cyclohexanone and other ketones with different aldehydes in the presence of a massive amount of water in very good yields, high diastereoselectivity, and up to 99% ee. The behavior of both C2- and C1-symmetric catalysts in combination with different additives was investigated, and a preliminary experiment of recovering and recycling of the catalytic system was also attempted.

Entities:  

Year:  2007        PMID: 17323961     DOI: 10.1021/ol070002p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

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4.  New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes.

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5.  Dynamic Stereochemistry of a Biphenyl-Bisprolineamide Model Catalyst and its Imidazolidinone Intermediates.

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  5 in total

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