Literature DB >> 27453257

Silanediol-Catalyzed Chromenone Functionalization.

Andrea M Hardman-Baldwin1, Michael D Visco1, Joshua M Wieting1, Charlotte Stern1, Shin-Ichi Kondo1, Anita E Mattson1.   

Abstract

Promising levels of enantiocontrol are observed in the silanediol-catalyzed addition of silyl ketene acetals to benzopyrylium triflates. This rare example of enantioselective, intermolecular chromenone functionalization with carbonyl-containing nucleophiles has potential applications in the synthesis of bioactive chromanones and tetrahydroxanthones.

Entities:  

Year:  2016        PMID: 27453257     DOI: 10.1021/acs.orglett.6b01783

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

1.  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

2.  Synthesis and Anticancer Activity of Structure Simplified Naturally-Inspired Dimeric Chromenone Derivatives.

Authors:  Rameez Ali; Yong Guan; Alexandria N Leveille; Elizabeth Vaughn; Sangram Parelkar; Paul R Thompson; Anita E Mattson
Journal:  European J Org Chem       Date:  2019-08-27

3.  Unusual Rearrangement-Remercuration Reactions of Allylic Silanols.

Authors:  Someshwar Nagamalla; Ranjeet A Dhokale; Frederick J Seidl; Joel T Mague; Shyam Sathyamoorthi
Journal:  Org Chem Front       Date:  2021-08-03       Impact factor: 5.456

4.  Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Brønsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions.

Authors:  Chirag D Gheewala; Jennifer S Hirschi; Wai-Hang Lee; Daniel W Paley; Mathew J Vetticatt; Tristan H Lambert
Journal:  J Am Chem Soc       Date:  2018-03-06       Impact factor: 15.419

5.  Copper Bis(oxazoline)-Catalyzed Enantioselective Alkynylation of Benzopyrylium Ions.

Authors:  Yong Guan; Jonathan W Attard; Anita E Mattson
Journal:  Chemistry       Date:  2020-01-28       Impact factor: 5.236

6.  6-exo-trig Michael addition-lactonizations for catalytic enantioselective chromenone synthesis.

Authors:  Rifahath M Neyyappadath; David B Cordes; Alexandra M Z Slawin; Andrew D Smith
Journal:  Chem Commun (Camb)       Date:  2017-02-23       Impact factor: 6.222

7.  Silanediol versus chlorosilanol: hydrolyses and hydrogen-bonding catalyses with fenchole-based silanes.

Authors:  Falco Fox; Jörg M Neudörfl; Bernd Goldfuss
Journal:  Beilstein J Org Chem       Date:  2019-01-18       Impact factor: 2.883

8.  Helical Multi-Coordination Anion-Binding Catalysts for the Highly Enantioselective Dearomatization of Pyrylium Derivatives.

Authors:  Theresa Fischer; Julia Bamberger; Melania Gómez-Martínez; Dariusz G Piekarski; Olga García Mancheño
Journal:  Angew Chem Int Ed Engl       Date:  2018-12-13       Impact factor: 15.336

Review 9.  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

  9 in total

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