Literature DB >> 18386896

Asymmetric organocatalytic three-component 1,3-dipolar cycloaddition: control of stereochemistry via a chiral Brønsted acid activated dipole.

Xiao-Hua Chen1, Wen-Quan Zhang, Liu-Zhu Gong.   

Abstract

A Brønsted acid catalyzed three-component asymmetric 1,3-dipolar addition reaction between aldehydes, amino esters, and dipolarophiles by a new bisphosphoric acid, derived from the linked BINOL, furnished multiply substituted pyrrolidines in high yield with excellent enantioselectivities under mild conditions.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18386896     DOI： 10.1021/ja801034e

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


  8 in total

1.  Development and mechanism of an enantioselective bromocycloetherification reaction via Lewis base/chiral Brønsted acid cooperative catalysis.

Authors:  Scott E Denmark; Matthew T Burk
Journal:  Chirality       Date:  2013-11-07       Impact factor: 2.437

2.  Enantioselective organo-SOMO cycloadditions: a catalytic approach to complex pyrrolidines from olefins and aldehydes.

Authors:  Nathan T Jui; Jeffrey A O Garber; Fernanda Gadini Finelli; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2012-07-10       Impact factor: 15.419

3.  Organocatalyzed enantioselective synthesis of 6-amino-5-cyanodihydropyrano[2,3-c]pyrazoles.

Authors:  Sanjib Gogoi; Cong-Gui Zhao
Journal:  Tetrahedron Lett       Date:  2009-05-13       Impact factor: 2.415

4.  Highly enantioselective hydrogenation of enamides catalyzed by chiral phosphoric acids.

Authors:  Guilong Li; Jon C Antilla
Journal:  Org Lett       Date:  2009-03-05       Impact factor: 6.005

5.  Development of chiral metal amides as highly reactive catalysts for asymmetric [3 + 2] cycloadditions.

Authors:  Yasuhiro Yamashita; Susumu Yoshimoto; Mark J Dutton; Shū Kobayashi
Journal:  Beilstein J Org Chem       Date:  2016-07-13       Impact factor: 2.883

6.  Intramolecular Hydrogen Bond Activation: Thiourea-Organocatalyzed Enantioselective 1,3-Dipolar Cycloaddition of Salicylaldehyde-Derived Azomethine Ylides with Nitroalkenes.

Authors:  Francisco Esteban; Wioleta Cieślik; Enrique M Arpa; Andrea Guerrero-Corella; Sergio Díaz-Tendero; Josefina Perles; José A Fernández-Salas; Alberto Fraile; José Alemán
Journal:  ACS Catal       Date:  2018-01-31       Impact factor: 13.084

7.  Merging gold and organocatalysis: a facile asymmetric synthesis of annulated pyrroles.

Authors:  Daniel Hack; Charles C J Loh; Jan M Hartmann; Gerhard Raabe; Dieter Enders
Journal:  Chemistry       Date:  2014-03-03       Impact factor: 5.236

8.  A new entry to azomethine ylides from allylic amines and glyoxals: shifting the reliance on amino ester precursors.

Authors:  Natalie K Machamer; Xiaoxi Liu; Stephen P Waters
Journal:  Org Lett       Date:  2014-09-23       Impact factor: 6.005
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.