Enantioselective Intramolecular (enantioselective + intramolecular)

Distribution by Scientific Domains


Selected Abstracts


Bimorpholine-Mediated Enantioselective Intramolecular and Intermolecular Aldol Condensation.

CHEMINFORM, Issue 49 2007
Tonis Kanger
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, please click on HTML or PDF. [source]


Enantioselective Intramolecular [2 + 2 + 2] Cycloaddition of 1,4-Diene-ynes: A New Approach to the Construction of Quaternary Carbon Stereocenters.

CHEMINFORM, Issue 1 2007
Takanori Shibata
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, please click on HTML or PDF. [source]


Extended Scope of Dirhodium(II)-Catalyzed Enantioselective Intramolecular 1,3-Dipolar Cycloadditions of Carbonyl Ylides with Alkene and Alkyne Dipolarophiles.

CHEMINFORM, Issue 15 2003
David M. Hodgson
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Diastereo- and Enantioselective Intramolecular [2+2],Photocycloaddition Reactions of 3-(,,-Alkenyl)- and 3-(,,-Alkenyloxy)-Substituted 5,6-Dihydro-1H -pyridin-2-ones

CHEMISTRY - A EUROPEAN JOURNAL, Issue 14 2010
Dominik Albrecht Dr.
Abstract 3-(,,-Alkenyl)-substituted 5,6-dihydro-1H -pyridin-2-ones 2,4 were prepared as photocycloaddition precursors either by cross-coupling from 3-iodo-5,6-dihydro-1H -pyridin-2-one (8) or,more favorably,from the corresponding ,-(,,-alkenyl)-substituted ,-valerolactams 9,11 by a selenylation/elimination sequence (56,62,% overall yield). 3-(,,-Alkenyloxy)-substituted 5,6-dihydro-1H -pyridin-2-ones 5 and 6 were accessible in 43 and 37,% overall yield from 3-diazopiperidin-2-one (15) by an ,,,-chloroselenylation reaction at the 3-position followed by nucleophilic displacement of a chloride ion with an ,-alkenolate and oxidative elimination of selenoxide. Upon irradiation at ,=254,nm, the precursor compounds underwent a clean intramolecular [2+2] photocycloaddition reaction. Substrates 2 and 5, tethered by a two-atom chain, exclusively delivered the respective crossed products 19 and 20, and substrates 3, 5, and 6, tethered by longer chains, gave the straight products 21,23. The completely regio- and diastereoselective photocycloaddition reactions proceeded in 63,83,% yield. Irradiation in the presence of the chiral templates (,)- 1 and (+)- 31 at ,75,°C in toluene rendered the reactions enantioselective with selectivities varying between 40 and 85,%,ee. Truncated template rac - 31 was prepared as a noranalogue of the well-established template 1 in eight steps and 56,% yield from the Kemp triacid (24). Subsequent resolution delivered the enantiomerically pure templates (,)- 31 and (+)- 31. The outcome of the reactions is compared to the results achieved with 4-substituted 5,6-dihydro-1H -pyridin-2-ones and quinolones. [source]