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907928

Sigma-Aldrich

(S)-2-((2-Hydroxy-3-(triphenylsilyl)benzyl)amino)-N,N,3-trimethylbutanamide

≥95%

Synonym(s):

Hoveyda aminophenol catalyst

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About This Item

Empirical Formula (Hill Notation):
C32H36N2O2Si
CAS Number:
Molecular Weight:
508.73
UNSPSC Code:
12352111

Assay

≥95%

form

powder or crystals

mp

165-168 °C

storage temp.

2-8°C

Application

(S)-2-((2-Hydroxy-3-(triphenylsilyl)benzyl)amino)-N,N,3-trimethylbutanamide is an aminophenol organocatalyst developed by the Hoveyda lab for enantioselective addition of allylboron compounds to imines, ketones, and other carbonyls, including polyfluorinated substrates.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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Farid W van der Mei et al.
Journal of the American Chemical Society, 139(26), 9053-9065 (2017-06-27)
A practical method for enantioselective synthesis of fluoroalkyl-substituted Z-homoallylic tertiary alcohols has been developed. Reactions may be performed with ketones containing a polylfluoro-, trifluoro-, difluoro-, and monofluoroalkyl group along with an aryl, a heteroaryl, an alkenyl, an alkynyl, or an
KyungA Lee et al.
Nature chemistry, 8(8), 768-777 (2016-07-22)
Organofluorine compounds are central to modern chemistry, and broadly applicable transformations that generate them efficiently and enantioselectively are in much demand. Here we introduce efficient catalytic methods for the addition of allyl and allenyl organoboron reagents to fluorine-substituted ketones. These
Daniel W Robbins et al.
Angewandte Chemie (International ed. in English), 55(33), 9610-9614 (2016-06-09)
A set of broadly applicable methods for efficient catalytic additions of easy-to-handle allyl-B(pin) (pin=pinacolato) compounds to ketones and acyclic α-ketoesters was developed. Accordingly, a large array of tertiary alcohols can be obtained in 60 to >98 % yield and up to

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