- NEOLIGNANS FROM LICARIA AUREA
-
Key Word Index - Licaria aurea; Lauraceae; diaryltetrahydrofuran neolignans; β-aryloxy-arylpropane neolignans.Abstract - The fruit calyces of Licaria aurea were found to contain the diaryltetrahydrofuran type neolignans grandisin, de-O-methylgrandisin and dide-O-methylgranidisin, as well the β-aryloxy-arylpropane type neolignans virolongin A and virolongin B.
- Barbosa-Filho, Jose M.,Silva, Marcelo S. da,Yoshida, Massayoshi,Gottlieb, Otto R.
-
-
Read Online
- Bioinspired total synthesis of tetrahydrofuran lignans by tandem nucleophilic addition/redox isomerization/oxidative coupling and cycloetherification reactions as key steps
-
A very short three-step approach to trans,trans,trans-2,5-diaryl-3,4-dimethyltetrahydrofuran lignans is reported. The carbon skeleton is assembled in a single step based on an unprecedented tandem reaction consisting of 1,2-addition of aryllithium reagents to α,β-unsaturated aldehydes, ruthenium-catalyzed redox isomerization of the resulting alkoxides to enolates and their dimerization triggered by single electron oxidation. The resulting 2,3-dialkyl-1,4-diketones form with moderate to good d/l-diastereoselectivity and are transformed to the target tetrahydrofuran lignans by reduction and diastereoselective cycloetherification.
- Jagtap, Pratap R.,Císa?ová, Ivana,Jahn, Ullrich
-
supporting information
p. 750 - 755
(2018/02/09)
-
- Intramolecular Oxidative Coupling of Aromatic Compounds. III. Monophenolic Substrates
-
The synthesis of (2RS,3SR)-4-(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dimethyl-1-(3,4,5-trimethoxyphenyl)butan-1-one (9) is described.Monophenolic oxidative coupling of (9) did not give any useful result.Oxidation of the derived acetoxy compound (18) by chemic
- Krauss, Adrian S.,Taylor, Walter C.
-
p. 925 - 933
(2007/10/02)
-