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Synthesis of novel ferrocenylphosphine-amidine ligands with central and planar chirality and their diastereomeric effect in Pd-catalyzed asymmetric allylic alkylation

✍ Scribed by Xiangping Hu; Huilin Chen; Huicong Dai; Xinquan Hu; Zhuo Zheng

Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
397 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis

Some novel ferrocenylphosphine-amidine ligands with central and planar chirality were prepared from (R,S p )-PPFNH 2 -R 3 and its diastereomer (S,S p )-PPFNH 2 3a. The efficiency and diastereomeric impact of these ferrocenylphosphine-amidine ligands in the palladium-catalyzed asymmetric allylic substitution was examined, and up to 96% e.e. with 98% yield was achieved by the use of ligand (R,S p )-4a with a methyl group in the amidino moiety. The results also indicated that (R)-central chirality and (S p )-planar chirality in these ferrocenylphosphine-amidine ligands were matched for the palladium-catalyzed asymmetric allylic alkylation.

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