6203-08-3Relevant articles and documents
Use of functionalized onium salts as a soluble support for organic synthesis
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Page/Page column 46, (2010/11/25)
The invention relates to the use of a onium salt functionalized by at least one organic function, as a soluble support, in the presence of at least one organic solvent, for organic synthesis of a molecule, in a homogenous phase, by at least one transformation of said organic function. The onium salt enables the synthesized molecule to be released. The onium salt is present in liquid or solid form at room temperature and corresponds to formula A1+, X1?, wherein A1+ represents a cation and X1? represents an anion.
Stereoselection in Thermal Asymmetric Diels-Alder Reactions. Electronic vs Steric Effects
Stammen, Blanda,Berlage, Ulrich,Kindermann, Richard,Kaiser, Manfred,Guenther, Barbara,et al.
, p. 6566 - 6575 (2007/10/02)
Experimental evidence was found for an electronic contribution favoring the cisoid conformation of α,β-unsaturated carbonyl compounds in thermal Diels-Alder transition states.
INFLUENCE OF POLAR GROUPS IN THERMAL AND LEWIS ACID PROMOTED ASYMMETRIC DIELS-ALDER ADDITIONS: LACTIC ACID DERIVATIVES AS PRACTICAL HIGHLY SELECTIVE AND CONFIGURATIONALLY DICHOTOMIC REAGENTS
Poll, Thomas,Helmchen, Guenther,Bauer, Bernd
, p. 2191 - 2194 (2007/10/02)
Diels-Alder reactions of the acrylate of (S)-ethyl lactate with cyclopentadiene proceed with diastereoface-selectivity of up to 85:15 (non catalyzed) and 93:7 (TiCl4-promoted).Depending on the Lewis acid, products of inverse configuration are obtained.In conjunction with facile product analysis by LC, effective means for suppression of the polymerization of diene, and virtually epimerization-free ester hydrolysis these findings constitute a method for large scale practical applications of the asymmetric Diels-Alder reaction.