» Articles » PMID: 24039105

Chiral Silanediols in Anion-binding Catalysis

Overview
Specialty Chemistry
Date 2013 Sep 17
PMID 24039105
Citations 34
Authors
Affiliations
Soon will be listed here.
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.

Citing Articles

Highly scalable photoinduced synthesis of silanols via untraversed pathway for chlorine radical (Cl) generation.

Saha A, Ali W, Werz D, Maiti D Nat Commun. 2023; 14(1):8173.

PMID: 38071374 PMC: 10710510. DOI: 10.1038/s41467-023-43286-z.


Mechanism of a Dually Catalyzed Enantioselective Oxa-Pictet-Spengler Reaction and the Development of a Stereodivergent Variant.

Adili A, Webster J, Zhao C, Mallojjala S, Romero-Reyes M, Ghiviriga I ACS Catal. 2023; 13(4):2240-2249.

PMID: 37711191 PMC: 10501388. DOI: 10.1021/acscatal.2c05484.


On the Use of Triarylsilanols as Catalysts for Direct Amidation of Carboxylic Acids.

Braddock D, Rowley B, Lickiss P, Fussell S, Qamar R, Pugh D J Org Chem. 2023; 88(14):9853-9869.

PMID: 37432502 PMC: 10367078. DOI: 10.1021/acs.joc.3c00585.


Enantioselective dearomatization reactions of heteroarenes by anion-binding organocatalysis.

Aleksiev M, Garcia Mancheno O Chem Commun (Camb). 2023; 59(23):3360-3372.

PMID: 36790499 PMC: 10019134. DOI: 10.1039/d2cc07101k.


Enantioselective Dearomative Alkynylation of Chromanones: Opportunities and Obstacles.

Guan Y, Buivydas T, Lalisse R, Ali R, Hadad C, Mattson A Synthesis (Stuttg). 2023; 54(19):4210-4219.

PMID: 36744023 PMC: 9897304. DOI: 10.1055/a-1811-8075.