Literature DB >> 21446730

Direct catalytic asymmetric aminoallylation of aldehydes: synergism of chiral and nonchiral Brønsted acids.

Hong Ren1, William D Wulff.   

Abstract

The development of a catalytic asymmetric method for the direct aminoallylation of aldehydes is described that gives high asymmetric inductions for a broad range of substrates including both aromatic and aliphatic aldehydes. This method allows for direct isolation of unprotected analytically pure homoallylic amines without chromatography. The unique catalyst system developed for this process involves the synergistic interaction between a chiral and a nonchiral Brønsted acid.

Entities:  

Year:  2011        PMID: 21446730     DOI: 10.1021/ja1110865

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  11 in total

1.  Vaulted biaryls in catalysis: A structure-activity relationship guided tour of the immanent domain of the VANOL ligand.

Authors:  Yong Guan; Zhensheng Ding; William D Wulff
Journal:  Chemistry       Date:  2013-10-02       Impact factor: 5.236

2.  Self-Assembly of a Library of Polyborate Chiral Anions for Asymmetric Catalytic Quinoline Reduction.

Authors:  Aman A Desai; Yong Guan; Aaron L Odom; Supriyo Majumder; William D Wulff
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

3.  Synthesis of Complex Glycolates by Enantioconvergent Addition Reactions.

Authors:  Samuel L Bartlett; Jeffrey S Johnson
Journal:  Acc Chem Res       Date:  2017-08-17       Impact factor: 22.384

4.  Asymmetric synthesis of α-alkenyl homoallylic primary amines via 1,2-addition of Grignard reagent to α,β-unsaturated phosphonyl imines.

Authors:  Yiwen Xiong; Haibo Mei; Chen Xie; Jianlin Han; Guigen Li; Yi Pan
Journal:  RSC Adv       Date:  2013-01-01       Impact factor: 3.361

5.  Three-component asymmetric catalytic Ugi reaction--concinnity from diversity by substrate-mediated catalyst assembly.

Authors:  Wenjun Zhao; Li Huang; Yong Guan; William D Wulff
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-19       Impact factor: 15.336

6.  Total synthesis of sedum alkaloids via catalyst controlled aza-Cope rearrangement and hydroformylation with formaldehyde.

Authors:  Hong Ren; William D Wulff
Journal:  Org Lett       Date:  2012-12-24       Impact factor: 6.005

7.  Asymmetric Synthesis of β-Amino Amides by Catalytic Enantioconvergent 2-Aza-Cope Rearrangement.

Authors:  C Guy Goodman; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2015-11-12       Impact factor: 15.419

8.  Enantioselective, Catalytic Multicomponent Synthesis of Homoallylic Amines Enabled by Hydrogen-Bonding and Dispersive Interactions.

Authors:  Elisabetta Ronchi; Shauna M Paradine; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2021-05-05       Impact factor: 15.419

9.  Synergistic catalysis for cascade allylation and 2-aza-cope rearrangement of azomethine ylides.

Authors:  Liang Wei; Qiao Zhu; Lu Xiao; Hai-Yan Tao; Chun-Jiang Wang
Journal:  Nat Commun       Date:  2019-04-08       Impact factor: 14.919

Review 10.  Chiral Diol-Based Organocatalysts in Enantioselective Reactions.

Authors:  Truong N Nguyen; Po-An Chen; Krit Setthakarn; Jeremy A May
Journal:  Molecules       Date:  2018-09-11       Impact factor: 4.411

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.