Showing papers on "Wieland–Miescher ketone published in 2006"
TL;DR: An efficient and highly stereocontrolled preparation, on a large scale, of two new Wieland-Miescher-type diketones is described, using a diastereoselective Diels-Alder reaction using a new enantiomerically pure sulfinylquinone.
Abstract: An efficient and highly stereocontrolled preparation, on a large scale, of two new Wieland-Miescher-type diketones is described. The approach centers on a diastereoselective Diels-Alder reaction using a new enantiomerically pure sulfinylquinone. Mechanistic investigations of this cycloaddition on several dienes are described.
16 citations
TL;DR: It was clarified that the HPLC separation of diastereomers depended on the substituent of the derivatives, leading to the working hypothesis that MalphaNP acid esters of alcohols with less polar and more bulky aliphatic substituents are more effectively separated.
13 citations
TL;DR: In this paper, a highly selective synthesis of enol triflate derived from the 9-keto group was achieved directly from the Wieland-Miescher ketone or an analog.
3 citations
TL;DR: Novel bimorpholine-derived organocatalysts have been used for highly enantioselective intramolecular aldol reaction affording Wieland-Miescher ketone in high yield and enantilectivity (up to 92% and 95%, respectively).
Abstract: Novel bimorpholine-derived organocatalysts have been used for highly enantioselective intramolecular aldol reaction affording Wieland-Miescher ketone in high yield and enantioselectivity (up to 92% and 95%, respectively).
3 citations
TL;DR: In this paper, the synthesis of 3,4,8,8a-tetrahydro-8a(2-bromo-1-cyclo-alkenylmethyl)-1,6(2H,7H)-naphthalene-diones is reported.
3 citations
TL;DR: In this article, an efficient and highly stereocontrolled preparation of Wieland-Miescher-type diketones is described, based on a diastereoselective Diels-Alder reaction using a new enantiomerically pure sulfinylquinone.
Abstract: An efficient and highly stereocontrolled preparation, on a large scale, of two new Wieland-Miescher-type diketones is described. The approach centers on a diastereoselective Diels-Alder reaction using a new enantiomerically pure sulfinylquinone. Mechanistic investigations of this cycloaddition on several dienes are described.