Catalytic Asymmetric Mannich Reaction of Glycine Derivatives with  N ‐Tosylimines using Copper(I)/TF‐BiphamPhos Complex | Zendy

Liang Gang | Zendy; Tong MinChao | Zendy; Tao Haiyan | Zendy; Wang ChunJiang | Zendy

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Catalytic Asymmetric Mannich Reaction of Glycine Derivatives with N ‐Tosylimines using Copper(I)/TF‐BiphamPhos Complex

Author(s) -

Liang Gang,

Tong MinChao,

Tao Haiyan,

Wang ChunJiang

Publication year - 2010

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201000252

Subject(s) - chemistry , mannich reaction , glycine , catalysis , tetrafluoroborate , acetonitrile , copper , adduct , medicinal chemistry , combinatorial chemistry , organic chemistry , polymer chemistry , stereochemistry , amino acid , ionic liquid , biochemistry

The direct asymmetric Mannich reaction of glycine Schiff bases with N ‐tosylimines has been developed with the tetrakis(acetonitrile)copper(I) tetrafluoroborate [Cu(CH 3 CN) 4 BF 4 ]/TF‐BiphamPhos complex. This catalytic system performs well over a broad range of substrates, furnishing anti ‐adducts of various α,β‐diamino acid esters in good yields with up to 94:6 diastereoselectivity and 97% enantioselectivity.

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