907863

Sigma-Aldrich

(S)-2-((3-(tert-butyl)-2-hydroxybenzyl)amino)-N,N,3-trimethylbutanamide

≥95%

Synonym(s):
Hoveyda aminophenol catalyst
Empirical Formula (Hill Notation):
C18H30N2O2
CAS Number:
Molecular Weight:
306.44

assay

≥95%

form

powder or chunks

mp

97-99 °C

storage temp.

2-8°C

Related Categories

Application

(S)-2-((3-(tert-butyl)-2-hydroxybenzyl)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.

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
Farid W van der Mei et al.
Angewandte Chemie (International ed. in English), 55(15), 4701-4706 (2016-03-11)
Catalytic allylboron additions to aldimines are presented for which small amounts of Zn(OMe)2 serve as the co-catalyst to accelerate allyl exchange and 1,3-borotropic shift processes. Low-yielding and moderately α- and diastereoselective reactions are thus turned into highly efficient γ-, diastereo-...
Hao Wu et al.
Journal of the American Chemical Society, 136(10), 3780-3783 (2014-03-05)
A practical catalytic method for enantioselective addition of an allene unit to aldimines is disclosed. Transformations are promoted by an in-situ-generated B-based catalyst that is derived from a simple, robust, and readily accessible (in multigram quantities) chiral aminoalcohol. A range...
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...
Daniel L Silverio et al.
Nature, 494(7436), 216-221 (2013-02-15)
The discovery of catalysts that can be used to synthesize complex organic compounds by enantioselective transformations is central to advances in the life sciences; for this reason, many chemists aim to discover catalysts that allow for preparation of chiral molecules...

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