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Benzoin Condensation (benzoin + condensation)

Distribution by Scientific Domains

Chemistry	100%

Selected Abstracts

From Mono-Triazolium Salt to Bis-Triazolium Salt: Improvement of the Asymmetric Intermolecular Benzoin Condensation

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 16 2008
Yajun Ma
Abstract A solution to the long-standing challenge of developing a highly effective method for the enantioselective intermolecular benzoin condensation of aromatic aldehydes is described. The chiral bis-bicyclic triazolium salt , 1,3-bis{(S)-5-benzyl-6,8-dihydro-5H -[1,4]oxazino[2,1- c][1,2,4]triazol-2-ium-2-yl}benzene dichloride [(S)- 5a-1] is currently the most efficient precatalyst for the asymmetric variant of the benzoin condensation. [source]

ChemInform Abstract: From Monotriazolium Salt to Bistriazolium Salt: Improvement of the Asymmetric Intermolecular Benzoin Condensation.

CHEMINFORM, Issue 12 2009
Yajun Ma
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

The Mechanism of the Stetter Reaction , A DFT Study

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 33 2008
Kirsty J. Hawkes
Abstract On the basis of Breslow's mechanism for benzoin condensation, a model asymmetric Stetter reaction has been investigated using DFT methods. In contrast to the concerted benzoin condensation, after formation of the Breslow intermediate the Stetter reaction is found to be a two-step process in which the rate-determining C,C coupling of the Breslow intermediate and the Michael acceptor precedes final proton transfer. In addition, the enolamine is found to play a significant role in the stereochemistry of the product, with the energy difference between stereoisomers of this intermediate reflected throughout the remainder of the reaction sequence. Consequently, electronic and steric control of the stereochemistry of this intermediate should directly enhance the ee values of the product. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source]