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Most Requested Journal Articles 1Q05-Chemistry and Related

Following is one of the journal articles most requested by researchers using CAS online services.

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CAS indexed 78 chemical substances from this document. CAS subject entries for this document include: Ketones, reactions; Cycloaddition reaction; Aldehydes, reactions; and 8 additional concepts.

CAPLUS COPYRIGHT 2005 ACS on STN

TITLE:	Towards organo-click chemistry: Development of organocatalytic multicomponent reactions through combinations of Aldol, Wittig, Knoevenagel, Michael, Diels-Alder and Huisgen cycloaddition reactions
AUTHOR(S):	Ramachary, Dhevalapally B.; Barbas, Carlos F., III
CORPORATE SOURCE:	Departments of Chemistry and Molecular Biology and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, CA, 92037, USA
SOURCE:	Chemistry--A European Journal (2004), 10(21), 5323-5331 CODEN: CEUJED; ISSN: 0947-6539
PUBLISHER:	Wiley-VCH Verlag GmbH & Co. KGaA
LANGUAGE:	English

ABSTRACT:
Studies on multicomponent reactions (MCRs) catalyzed by combinations of amino acids and copper(I) are reported. Exptl. simple and environmentally friendly, organocatalytic, asym. four-component Diels-Alder (AFCDA) reactions of 1-(triphenylphosphanylidene)- propan-2-one, two different aldehydes, and cyclic-1,3-diketones produced diastereospecific and highly enantioselective substituted spirotriones, e.g., I, by means of a Wittig/Knoevenagel/Diels-Alder reaction sequence in one pot. Chem. diversity libraries of polysubstituted spirotrione-1,2,3-triazoles, e.g., II, were assembled from simple substrates by means of Wittig/Knoevenagel/Diels-Alder/Huisgen cycloaddn. reaction sequences in one pot under stereospecific organo/CuI catalysis. Functionalized dispirolactones such as III (Ar = 4-HOC6H4), are biol. active antioxidants and radical scavengers, and spirotrione-1,2,3-triazoles have found wide applications in chem., biol., and materials science. Addnl. an organocatalytic, asym. three-component Michael (ATCM) reaction of 1-(triphenylphosphanylidene)-propan-2-one, aldehyde, and cyclic-1,3-diketones was developed that produced Michael adducts IV (R = Et, Ar = Ph; R = Bn, Ar = 2-NO2C6H4) through a Wittig/Michael reaction sequence in a highly enantioselective one-pot process.