Literature DB >> 24039105

Chiral silanediols in anion-binding catalysis.

Andrew G Schafer1, Joshua M Wieting, Thomas J Fisher, Anita E Mattson.   

Abstract

A perfect pair: Silanediols are effective catalysts for the addition of silyl ketene acetals to N-acylisoquinolinium ions. Importantly, this is the first example of a silanediol plausibly participating in anion-binding catalysis, a relatively new direction in the field of hydrogen-bond-donor catalysis. The chiral, enantiopure C2 -symmetric silanediol 1 catalyzes enantioselective transformations.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  hydrogen bonds; ion pairs; organocatalysis; silicon; synthetic methods

Year:  2013        PMID: 24039105     DOI: 10.1002/anie.201305496

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  18 in total

1.  On- and Off-Cycle Catalyst Cooperativity in Anion-Binding Catalysis.

Authors:  David D Ford; Dan Lehnherr; C Rose Kennedy; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2016-06-15       Impact factor: 15.419

2.  Silanediol Anion Binding and Enantioselective Catalysis.

Authors:  Jonathan W Attard; Kohei Osawa; Yong Guan; Jessica Hatt; Shin-Ichi Kondo; Anita Mattson
Journal:  Synthesis (Stuttg)       Date:  2019-03-12       Impact factor: 3.157

3.  Enantioselective Catalyst Systems from Copper(II) Triflate and BINOL-Silanediol.

Authors:  Yong Guan; Jonathan W Attard; Michael D Visco; Thomas J Fisher; Anita E Mattson
Journal:  Chemistry       Date:  2018-04-25       Impact factor: 5.236

4.  Mechanism-Guided Development of a Highly Active Bis-thiourea Catalyst for Anion-Abstraction Catalysis.

Authors:  C Rose Kennedy; Dan Lehnherr; Naomi S Rajapaksa; David D Ford; Yongho Park; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2016-10-11       Impact factor: 15.419

5.  Tunable and Cooperative Catalysis for Enantioselective Pictet-Spengler Reaction with Varied Nitrogen-Containing Heterocyclic Carboxaldehydes.

Authors:  Yuk-Cheung Chan; Marcus H Sak; Scott A Frank; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-07       Impact factor: 15.336

6.  Rhodium-catalyzed asymmetric hydrogenation of unprotected NH imines assisted by a thiourea.

Authors:  Qingyang Zhao; Jialin Wen; Renchang Tan; Kexuan Huang; Pedro Metola; Rui Wang; Eric V Anslyn; Xumu Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-18       Impact factor: 15.336

7.  Organocatalytic, diastereo- and enantioselective synthesis of nonsymmetric cis-stilbene diamines: a platform for the preparation of single-enantiomer cis-imidazolines for protein-protein inhibition.

Authors:  Brandon A Vara; Anand Mayasundari; John C Tellis; Michael W Danneman; Vanessa Arredondo; Tyler A Davis; Jaeki Min; Kristin Finch; R Kiplin Guy; Jeffrey N Johnston
Journal:  J Org Chem       Date:  2014-07-14       Impact factor: 4.354

8.  Anion-Abstraction Catalysis: The Cooperative Mechanism of α-Chloroether Activation by Dual Hydrogen-Bond Donors.

Authors:  David D Ford; Dan Lehnherr; C Rose Kennedy; Eric N Jacobsen
Journal:  ACS Catal       Date:  2016-06-10       Impact factor: 13.084

9.  Quantification of electrophilic activation by hydrogen-bonding organocatalysts.

Authors:  Ryan R Walvoord; Phuong N H Huynh; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2014-11-04       Impact factor: 15.419

10.  Thiourea-catalyzed enantioselective addition of indoles to pyrones: alkaloid cores with quaternary carbons.

Authors:  Charles S Yeung; Robert E Ziegler; John A Porco; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2014-09-17       Impact factor: 15.419

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.