Matches in SemOpenAlex for { <https://semopenalex.org/work/W2049454854> ?p ?o ?g. }
- W2049454854 endingPage "1085" @default.
- W2049454854 startingPage "1077" @default.
- W2049454854 abstract "The direct aldol reaction of 2-ketoesters catalyzed by chiral bisoxazoline copper(II) complexes has been investigated. First the direct homo-aldol reaction of ethyl pyruvate is reported which proceeds to give diethyl 2-hydroxy-2-methyl-4-oxoglutarate. This was isolated as the more stable optically active isotetronic acid in good yield and enantiomeric excess in the absence of bases such as amines. Detailed investigations of the use of different chiral Lewis acids as the catalyst, amines, ratios of chiral bisoxazoline copper(II) salts:amine, and solvents gave up to 96% ee of the isotetronic acid. Then the reaction was extended to a cross-aldol reaction of various 2-ketoesters with activated carbonyl compounds to give the cross-aldol adduct with excellent enantiomeric excess. Furthermore, the synthesis of the isotetronic acids was investigated from these cross-aldol adducts giving important information about the formation of the stereogenic centers during the aldol reaction. Based on the absolute configuration of the homo-aldol adduct the mechanism for the aldol reaction is discussed." @default.
- W2049454854 created "2016-06-24" @default.
- W2049454854 creator A5009347616 @default.
- W2049454854 creator A5012032867 @default.
- W2049454854 creator A5016848926 @default.
- W2049454854 creator A5030044825 @default.
- W2049454854 creator A5066618099 @default.
- W2049454854 date "2004-01-01" @default.
- W2049454854 modified "2023-10-18" @default.
- W2049454854 title "Direct catalytic asymmetric aldol reactions of pyruvates: scope and mechanism" @default.
- W2049454854 cites W1892766106 @default.
- W2049454854 cites W1964030373 @default.
- W2049454854 cites W1964487763 @default.
- W2049454854 cites W1968648589 @default.
- W2049454854 cites W1972011585 @default.
- W2049454854 cites W1972502496 @default.
- W2049454854 cites W1973984803 @default.
- W2049454854 cites W1980824974 @default.
- W2049454854 cites W1981249397 @default.
- W2049454854 cites W1983329470 @default.
- W2049454854 cites W1983704321 @default.
- W2049454854 cites W1985550407 @default.
- W2049454854 cites W1986402156 @default.
- W2049454854 cites W1986617429 @default.
- W2049454854 cites W1987979823 @default.
- W2049454854 cites W1989818139 @default.
- W2049454854 cites W1990440884 @default.
- W2049454854 cites W1994763564 @default.
- W2049454854 cites W1997362378 @default.
- W2049454854 cites W1999240410 @default.
- W2049454854 cites W2000646472 @default.
- W2049454854 cites W2002068050 @default.
- W2049454854 cites W2005812510 @default.
- W2049454854 cites W2006862079 @default.
- W2049454854 cites W2008927100 @default.
- W2049454854 cites W2010546696 @default.
- W2049454854 cites W2013863105 @default.
- W2049454854 cites W2014571654 @default.
- W2049454854 cites W2014621344 @default.
- W2049454854 cites W2015696530 @default.
- W2049454854 cites W2017785629 @default.
- W2049454854 cites W2017892366 @default.
- W2049454854 cites W2019238755 @default.
- W2049454854 cites W2019790878 @default.
- W2049454854 cites W2023329399 @default.
- W2049454854 cites W2025783995 @default.
- W2049454854 cites W2027994859 @default.
- W2049454854 cites W2031842743 @default.
- W2049454854 cites W2035535783 @default.
- W2049454854 cites W2035614049 @default.
- W2049454854 cites W2035715046 @default.
- W2049454854 cites W2039628650 @default.
- W2049454854 cites W2039937122 @default.
- W2049454854 cites W2043932168 @default.
- W2049454854 cites W2045154252 @default.
- W2049454854 cites W2046689482 @default.
- W2049454854 cites W2047322297 @default.
- W2049454854 cites W2048077316 @default.
- W2049454854 cites W2051624717 @default.
- W2049454854 cites W2052465199 @default.
- W2049454854 cites W2061745788 @default.
- W2049454854 cites W2065894652 @default.
- W2049454854 cites W2068371976 @default.
- W2049454854 cites W2072187289 @default.
- W2049454854 cites W2077574065 @default.
- W2049454854 cites W2086926980 @default.
- W2049454854 cites W2094904933 @default.
- W2049454854 cites W2100599580 @default.
- W2049454854 cites W2114174934 @default.
- W2049454854 cites W2118928564 @default.
- W2049454854 cites W2119712779 @default.
- W2049454854 cites W2127316877 @default.
- W2049454854 cites W2130931310 @default.
- W2049454854 cites W2135624187 @default.
- W2049454854 cites W2139805296 @default.
- W2049454854 cites W2144076744 @default.
- W2049454854 cites W2148024925 @default.
- W2049454854 cites W2152935325 @default.
- W2049454854 cites W2153953950 @default.
- W2049454854 cites W2160854202 @default.
- W2049454854 cites W2164622850 @default.
- W2049454854 cites W2171604998 @default.
- W2049454854 cites W2173271817 @default.
- W2049454854 cites W2191275945 @default.
- W2049454854 cites W2320890543 @default.
- W2049454854 cites W2330632487 @default.
- W2049454854 cites W2949241209 @default.
- W2049454854 cites W2949270932 @default.
- W2049454854 cites W2949822751 @default.
- W2049454854 cites W2950078023 @default.
- W2049454854 cites W2950242306 @default.
- W2049454854 cites W2950263049 @default.
- W2049454854 cites W2950571894 @default.
- W2049454854 cites W2950891183 @default.
- W2049454854 cites W2951137905 @default.
- W2049454854 cites W2951180760 @default.
- W2049454854 cites W2951362442 @default.
- W2049454854 cites W2951430548 @default.