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Enantiomerically pure 1-(2-methoxy-1-naphthyl) and 1-(2-methylthio-1-naphthyl)isoquinoline: two new axially chiral NO and NS ligands for asymmetric catalysis

✍ Scribed by Giorgio Chelucci; Alessia Bacchi; Davide Fabbri; Antonio Saba; Fausta Ulgheri


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
240 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


The synthesis and resolution of 1-(2-methoxy-l-naphthyl)isoquinoline and 1-(2-methylthio-1naphthyl)isoquinoline is reported. These ligands were assessed in the enantioselective palladium catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethylmalonate. Enantioselectivity up to 68 % was obtained.