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Merck
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Documenti

912719

Sigma-Aldrich

(S)-BIDIME

≥97%

Sinonimo/i:

(S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole

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About This Item

Formula empirica (notazione di Hill):
C19H23O3P
Numero CAS:
1373432-09-7
Peso molecolare:
330.36
Codice UNSPSC:
12352200
NACRES:
NA.22

Livello qualitativo

100

Saggio

≥97%

Forma fisica

powder

Purezza ottica

ee: ≥99% (HPLC)

Impiego in reazioni chimiche

reagent type: ligand

Gruppo funzionale

phosphine

Applicazioni

(S)-BIDIME is a P-chiral monophosphorus ligand used for the transition metal-catalyzed asymmetric Suzuki-Miyaura and hydroboration reactions.

Altre note

Synthesis of Chiral α-Amino Tertiary Boronic Esters by Enantioselective Hydroboration of α-Arylenamides

Note legali

Sold in collaboration with Zejun Pharmaceuticals

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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Wenzhen Fu et al.
Angewandte Chemie (International ed. in English), 54(8), 2520-2524 (2015-01-20)
The first asymmetric nickel-catalyzed intramolecular reductive cyclization of alkynones is reported. A P-chiral monophosphine and triethylsilane were used as the ligand and the reducing reagent, respectively, to form a series of tertiary allylic alcohols bearing furan/pyran rings in excellent yields
Naifu Hu et al.
Angewandte Chemie (International ed. in English), 55(16), 5044-5048 (2016-03-19)
A highly enantioselective alkene aryloxyarylation led to the high-yielding formation of a series of 1,4-benzodioxanes, 1,4-benzooxazines, and chromans containing quaternary stereocenters with excellent enantioselectivity. The sterically bulky and conformationally well defined chiral monophosphorus ligand L4 or L5 was responsible for
Ruofei Cheng et al.
Journal of the American Chemical Society, 140(13), 4508-4511 (2018-03-27)
Carborane cage chirality is an outstanding issue of great interest as the icosahedral carboranes have wide applications in medicinal and materials chemistry. The synthesis of optically active carborane derivatives, whose chirality is associated with the substitution patterns on the polyhedron
Naifu Hu et al.
Journal of the American Chemical Society, 137(21), 6746-6749 (2015-05-06)
The rhodium-catalyzed asymmetric hydroboration of α-arylenamides with BI-DIME as the chiral ligand and (Bpin)2 as the reagent yields for the first time a series of α-amino tertiary boronic esters in good yields and excellent enantioselectivities (up to 99% ee).

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