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905240

Sigma-Aldrich

(R,R,R)-SPIRAP

≥95%

Sinónimos:

((1R,3R,3′R)-3,3′-diethyl-3H,3′H-1,1′-spirobi[isobenzofuran]-7,7′-diyl)bis(diphenylphosphane), (R)-CrabPhos

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About This Item

Fórmula empírica (notación de Hill):
C43H38O2P2
Peso molecular:
648.71
UNSPSC Code:
12161600
NACRES:
NA.22

assay

≥95%

form

powder or crystals

reaction suitability

reagent type: ligand
reaction type: Asymmetric synthesis

mp

226-228 °C

SMILES string

CC[C@@H](O1)C2=C([C@@]1(O[C@@H]3CC)C4=C3C=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6)C(P(C7=CC=CC=C7)C8=CC=CC=C8)=CC=C2

Categorías relacionadas

Application

(R,R,R)-SPIRAP is a chiral C2-symmetric spiroketal-containing ligand developed in the Nagorny lab for asymmetric catalysis. It can be used in variety of stereoselective transformations, including: Ir-catalyzed hydroarylation, Pd-catalyzed allylic alkylation, Pd-catalyzed Heck couplings, and Rh-catalyzed hydrogenation.

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

Other Notes

Design, Synthesis, and Application of Chiral C2-Symmetric Spiroketal-Containing Ligands in Transition-Metal Catalysis

Related product

Referencia del producto
Descripción
Precios

692395

(R)-SEGPHOS, ≥94%

693006

(S)-SEGPHOS, ≥94%

700835

(S)-Tol-SDP

700746

(S)-SDP, ≥95%

700851

(S)-Xyl-SDP

700843

(R)-Xyl-SDP

700754

(R)-SDP

905305

(S,S,S)-SPIRAP, ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Alonso J Argüelles et al.
Angewandte Chemie (International ed. in English), 57(19), 5325-5329 (2018-02-24)
We present an expedient and economical route to a new spiroketal-based C2 -symmetric chiral scaffold, termed SPIROL. Based on this spirocyclic scaffold, several chiral ligands were generated. These ligands were successfully employed in an array of stereoselective transformations, including in
Design, Synthesis, and Application of Chiral C2-Symmetric Spiroketal-Containing Ligands in Transition-Metal Catalysis.
Arguelles AJ, et al.
Angewandte Chemie (International Edition in English), 57(19), 5325-5329 (2018)

Contenido relacionado

Nagorny Group - Professor Product Portal

The Nagorny group has designed a new class of spiroketal-based chiral scaffolds termed SPIROLs. The SPIROL-based ligands have demonstrated excellent performance in a variety of Pd-, Rh- and Ir-catalyzed transformations while being easily accessible. Other focus areas are asymmetric catalysis, chiral catalyst, ligand design, which are all dedicated to the development of immobilized organic catalysts.

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