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237663 Aldrich

(+)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane

98%

Synonym: (+)-DIOP, (+)-1,4-Bis(diphenylphosphino)-1,4-dideoxy-2,3-O-isopropylidene-D-threitol, (4S,5S)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane, (4S-trans)-[(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)]bis(diphenylphosphine), (S,S)-DIOP

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, DIOP, Privileged Ligands and Complexes More...
InChI Key   VCHDBLPQYJAQSQ-LOYHVIPDSA-N
assay   98%
optical activity   [α]19/D +26°, c = 2.3 in chloroform
mp   86-88 °C(lit.)
storage temp.   2-8°C

Description

Application

For the in situ preparation of chiral hydrogenation catalysts.

Ligand for Rh(I)-catalyzed asymmetric hydrogenation of enamides, 1,4-disilylation of α,β-unsaturated ketones, Heck reaction of alkenyl iodides, and hydroformylation of olefins.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Price and Availability


Laboratory Gloves
Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

DIOP

DIOP is one of the first chiral ligands used for asymmetric hydrogenation catalysis. DIOP can be synthesized in four simple steps from tartaric acid. Chelation with a rhodium complex generates an opt...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 81.
Keywords: Asymmetric synthesis, Catalysis, Chemfiles, Hydrogenations, Ligands

DIPAMP

Rewarded by a Nobel Prize in 2001 for his pioneering work in asymmetric synthesis, Knowles was the first to develop a transition-metal chiral catalyst based on a chiral diphosphine ligand, DIPAMP, th...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 81.
Keywords: Asymmetric synthesis, Catalysis, Chemfiles, Hydrogenations, Ligands, Parkinson Disease

Peer-Reviewed Papers
15

References

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