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913227

Sigma-Aldrich

(2R,2R′,3R,3R′)-WingPhos

greener alternative

Sinónimos:

(2R,2′R,3R,3′R)-4,4′-Di(anthracen-9-yl)-3,3′-di-tert-butyl-2,2′,3,3′-tetrahydro-2,2′-bibenzo[d][1,3]oxaphosphole

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About This Item

Fórmula empírica (notación de Hill):
C50H44O2P2
Número de CAS:
1884680-45-8
Peso molecular:
738.83
UNSPSC Code:
12352200

form

powder or crystals

optical purity

ee: ≥99% (HPLC)

reaction suitability

reagent type: ligand

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

functional group

phosphine

greener alternative category

Aligned,

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

(2R,2R′,3R,3R′)-WingPhos is a P-chiral biphosphorus ligand for Rh-catalyzed asymmetric hydrogenations as well as Rh-catalyzed asymmetric addition of aryl boroxines to ketones.

Product can be used with our benchtop hydrogen generator, H-Genie Lite (Z744083)

Other Notes

Enantioselective Rhodium-Catalyzed Addition of Arylboroxines to N-Unprotected Ketimines: Efficient Synthesis of Cipargamin

Legal Information

Sold in collaboration with Zejun Pharmaceuticals

related product

Referencia del producto
Descripción
Precios

912956

(2R,2′R,3R,3′R)-MeO-BIBOP

913200

(R)-BIDIME, ≥97%

913456

(R)-AntPhos, ≥97%

912468

(2S,3S)-iPr-BIDIME, ≥95%

912719

(S)-BIDIME, ≥97%

912727

(2R,3R)-iPr-BIDIME

912972

(2S,2′S,3S,3′S)-MeO-BIBOP, ≥97%

913472

(2S,2S′,3S,3S′)-WingPhos, ≥95%

912476

(S)-AntPhos, ≥97%

913219

(S,S)-BABIBOP

912964

(R,R)-BABIBOP, ≥97%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Jinbin Zhu et al.
Angewandte Chemie (International ed. in English), 58(45), 16119-16123 (2019-08-31)
Highly enantioselective rhodium-catalyzed addition of arylboroxines to N-unprotected ketimines is realized for the first time by employing chiral BIBOP-type ligands with a Rh loading as low as 1 mol %. A range of chiral α-trifluoromethyl-α,α-diaryl α-tertiary amines or 3-amino-3-aryloxindoles were formed with
Linwei Huang et al.
Angewandte Chemie (International ed. in English), 55(14), 4527-4531 (2016-03-05)
Highly enantioselective additions of arylboroxines to simple aryl ketones have been achieved for the first time with a Rh/(R,R,R,R)-WingPhos catalyst, thus providing a range of chiral diaryl alkyl carbinols with excellent ee values and yields. (R,R,R,R)-WingPhos has been proven to be

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