Palladium-catalyzed allylic alkylation enabled by ketone umpolung via Pudovik addition/[1,2]-phospha-Brook rearrangement with phosphites has been developed.The protocol offers a straightforward method for the synthesi...Palladium-catalyzed allylic alkylation enabled by ketone umpolung via Pudovik addition/[1,2]-phospha-Brook rearrangement with phosphites has been developed.The protocol offers a straightforward method for the synthesis of potentially bioactive homoallylic alcohol phosphonates in an efficient and economical way.This cascade reaction proceeds under mild conditions with excellent functional group compatibility.Furthermore,the catalytic asymmetric version has also been explored.展开更多
The asymmetric Pudovik reaction of chiral fluoroalkyl α,β-unsaturated ketimines derivated from(R)-tert-butanesulfinamide and diphenyl phosphite was achieved in the presence of Rb2CO3 at room temperature.A series of ...The asymmetric Pudovik reaction of chiral fluoroalkyl α,β-unsaturated ketimines derivated from(R)-tert-butanesulfinamide and diphenyl phosphite was achieved in the presence of Rb2CO3 at room temperature.A series of fluoroalkylated α-amino phosphonates were prepared in good yields with high diastereoselectivities.展开更多
基金supported by the National Key Research and Development Program of China(2021YFA0804900)the Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang(2022R01007)Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism。
文摘Palladium-catalyzed allylic alkylation enabled by ketone umpolung via Pudovik addition/[1,2]-phospha-Brook rearrangement with phosphites has been developed.The protocol offers a straightforward method for the synthesis of potentially bioactive homoallylic alcohol phosphonates in an efficient and economical way.This cascade reaction proceeds under mild conditions with excellent functional group compatibility.Furthermore,the catalytic asymmetric version has also been explored.
基金Financial support from the National Natural Science Foundation of China(No.21172243)is gratefully acknowledged.
文摘The asymmetric Pudovik reaction of chiral fluoroalkyl α,β-unsaturated ketimines derivated from(R)-tert-butanesulfinamide and diphenyl phosphite was achieved in the presence of Rb2CO3 at room temperature.A series of fluoroalkylated α-amino phosphonates were prepared in good yields with high diastereoselectivities.
