Journal
DALTON TRANSACTIONS
Volume 49, Issue 17, Pages 5625-5635Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0dt00741b
Keywords
-
Categories
Funding
- Russian Science Foundation [17-73-10356, 19-13-00197]
- Russian Science Foundation [19-13-00197, 17-73-10356] Funding Source: Russian Science Foundation
Ask authors/readers for more resources
Two groups of modular chiral diamidophosphite ligands were easily synthesised from accessible N-Boc-amino alcohols and pseudodipeptides. The reaction of these compounds with [Pd(allyl)Cl](2) in the presence of AgBF4 yielded complexes [Pd(allyl)(L)(2)]BF4. In addition, metallochelates [Pd(allyl)(L)]BF4 with (S)-methioninol-based P,S-bidentate ligands were prepared. The structures of the novel ligands and complexes were elucidated by means of 2D-NMR and were confirmed by single-crystal X-ray diffraction, as well as by DFT calculations. Asymmetric inducers of this type exhibited high enantioselectivities in the Pd-mediated allylic substitution of (E)-1,3-diphenylallyl ethyl carbonate with CH2(CO2Me)(2) (up to 98% ee) and (CH2)(4)NH (up to 92% ee). Ee values of up to 86% and 73% were obtained in the Pd-catalyzed allylic alkylation of cinnamyl acetate with ethyl 2-oxocyclohexane-1-carboxylate and ethyl 2-oxocyclopentane-1-carboxylate, respectively. The effects of the structural modules, such as the nature of the phosphorus-containing ring or exocyclic substituent, on the catalytic activity and enantioselectivity were investigated.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available