کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1311829 | 975360 | 2005 | 5 صفحه PDF | دانلود رایگان |
We have tested furanoside diphosphinite ligands 7 and 8, derived from inexpensive d-(+)-xylose, in the Pd-catalyzed allylic alkylation of two substrates with different steric properties. Enantiomeric excesses of up to 31% with good activities were obtained in the Pd-catalyzed allylic alkylation of substrate rac-1,3-diphenyl-3-acetoxyprop-1-ene 9 with dimethylmalonate as nucleophile. Our results show that the absolute configuration at carbon C-3 of the carbohydrate backbone controlled the sense of enantioselectivity. Models for asymmetric induction are discussed based on the absolute stereochemistry of the product.
Furanoside diphosphinite ligands were tested in the Pd-catalyzed allylic alkylation. Enantiomeric excesses of up to 31% with good activities were obtained. Our results show that the absolute configuration at carbon C-3 of the carbohydrate backbone controlled the sense of enantioselectivity. Models for asymmetric induction are discussed based on the absolute stereochemistry of the product.Figure optionsDownload as PowerPoint slide
Journal: Inorganica Chimica Acta - Volume 358, Issue 13, 1 September 2005, Pages 3824–3828