Literature DB >> 20480061

Highly diastereo- and enantioselective Mannich reaction of lactones with N-Boc-aldimines catalyzed by bifunctional rosin-derived amine thiourea catalysts.

Xianxing Jiang1, Dan Fu, Gen Zhang, Yiming Cao, Luping Liu, Jingjing Song, Rui Wang.   

Abstract

A highly efficient diastereo- and enantioselective Mannich reaction of lactones with a variety of N-Boc-aldimines by using bifunctional rosin-derived amine thiourea catalysts was investigated for the first time, in general, affording the adducts bearing quaternary stereogenic centers with high levels of enantio- and diastereoselectivity (up to 99% ee, and >20:1 dr).

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Year:  2010        PMID: 20480061     DOI: 10.1039/c000621a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

Review 1.  Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.

Authors:  Bin Mao; Martín Fañanás-Mastral; Ben L Feringa
Journal:  Chem Rev       Date:  2017-06-22       Impact factor: 60.622

2.  Direct β-selectivity of α,β-unsaturated γ-butyrolactam for asymmetric conjugate additions in an organocatalytic manner.

Authors:  Yuan Zhong; Sihua Hong; Zhengjun Cai; Shixiong Ma; Xianxing Jiang
Journal:  RSC Adv       Date:  2018-08-14       Impact factor: 4.036

Review 3.  Chiral Thioureas-Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry.

Authors:  Franz Steppeler; Dominika Iwan; Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Molecules       Date:  2020-01-18       Impact factor: 4.411

  3 in total

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