Literature DB >> 20863108

Substrate-induced covalent assembly of a chemzyme and crystallographic characterization of a chemzyme-substrate complex.

Gang Hu1, Anil K Gupta, Rui H Huang, Munmun Mukherjee, William D Wulff.   

Abstract

A substrate induced covalent assembly of a highly organized chemzyme known to be effective in both catalytic asymmetric aziridination and aza Diels-Alder reactions is described and the information gained from which led to an efficient one-pot aziridination protocol. The crystal structures of two chemzyme-iminium complexes were elucidated by X-ray diffraction analysis that provides critical insights into the binding of the substrates with the chemzyme.

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Year:  2010        PMID: 20863108     DOI: 10.1021/ja1070224

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.  Multicomponent catalytic asymmetric aziridination of aldehydes.

Authors:  Anil K Gupta; Munmun Mukherjee; William D Wulff
Journal:  Org Lett       Date:  2011-10-11       Impact factor: 6.005

4.  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

5.  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

6.  Asymmetric Syntheses of the Flavonoid Diels-Alder Natural Products Sanggenons C and O.

Authors:  Chao Qi; Yuan Xiong; Vincent Eschenbrenner-Lux; Huan Cong; John A Porco
Journal:  J Am Chem Soc       Date:  2016-01-19       Impact factor: 15.419

7.  Isotope effects and mechanism of the asymmetric BOROX Brønsted acid catalyzed aziridination reaction.

Authors:  Mathew J Vetticatt; Aman A Desai; William D Wulff
Journal:  J Org Chem       Date:  2013-05-21       Impact factor: 4.354

8.  BOROX catalysis: self-assembled amino-BOROX and imino-BOROX chiral Brønsted acids in a five component catalyst assembly/catalytic asymmetric aziridination.

Authors:  Anil K Gupta; Munmun Mukherjee; Gang Hu; William D Wulff
Journal:  J Org Chem       Date:  2012-09-04       Impact factor: 4.354

9.  β-amino esters from the reductive ring opening of aziridine-2-carboxylates.

Authors:  Wenjun Zhao; Zhenjie Lu; William D Wulff
Journal:  J Org Chem       Date:  2014-10-20       Impact factor: 4.354

10.  Catalytic asymmetric α-Iminol rearrangement: new chiral platforms.

Authors:  Xin Zhang; Richard J Staples; Arnold L Rheingold; William D Wulff
Journal:  J Am Chem Soc       Date:  2014-09-23       Impact factor: 15.419

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