S-(-)-6,6'-Bis(diphenylphosphino)-2,2',3,3'-tetrahydro-5,5'-bi-1,4-benzodioxin, min. 97% (S)-SYNPHOS|15-0491|503538-68-9

S-(-)-6,6'-Bis(diphenylphosphino)-2,2',3,3'-tetrahydro-5,5'-bi-1,4-benzodioxin, min. 97% (S)-SYNPHOS

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Product Information

Product Name
S-(-)-6,6'-Bis(diphenylphosphino)-2,2',3,3'-tetrahydro-5,5'-bi-1,4-benzodioxin, min. 97% (S)-SYNPHOS
Brand Name
US-Strem
Product Number
15-0491
CAS
503538-68-9
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
11193918
IUPAC Name
5-(6-diphenylphosphanyl-2,3-dihydro-1,4-benzodioxin-5-yl)-2,3-dihydro-1,4-benzodioxin-6-yl-diphenylphosphane
InChI Key
GDMCOFXEPNHXJT-UHFFFAOYSA-N
SMILES
C1COC2=C(O1)C=CC(=C2C3=C(C=CC4=C3OCCO4)P(C5=CC=CC=C5)C6=CC=CC=C6)P(C7=CC=CC=C7)C8=CC=CC=C8

Application

Technical Notes:
1.A chiral diphosphine ligand used in the highly-enantioselective hydrogenation of ketoesters, hydroxyketones, ketophosphonates and succinates.
2.A ligand used for the dynamic kinetic resolution of at,ß- unsaturated lactones via asymmetric copper catalyzed conjugate reduction.
3.Used in the intramolecular Heck reaction for the synthesis of diterpenoids.
4.Used in asymmetric P auson-Khand reaction.
5.Used in asymmetric iminonitroso Diels-Alder re action.
6.Palladium catalyzed asymmetric hydrogenation of N-tosyl ketimines
References:
1.Tetrahedron L ett., 2003, 44, 823.
2.Angew. ( hem. Int. Ed., 2005, 44, 61 77.
3.J. Org. Chem., 2010, 75, 1 90.
4.Adv. Synth. Catal., 2007, 349, 1 999.
5.Tetrahedron L ett., 2009, 50, 5879.
6.J. Org. Chem., 2007, 72, 3729.

References Data Source From Pubchem

Catalytic enantioselective domino alkenylation-alkynylation of alkenes: stereoselective synthesis of 5–7 membered azacycles and carbocycles
Publication Name: Science China Chemistry
Publication Date: 2023-04-10
DOI: 10.1007/s11426-023-1552-0

Recent Advances in Palladium-Catalyzed Oxidative Couplings in the Synthesis/Functionalization of Cyclic Scaffolds Using Molecular Oxygen as the Sole Oxidant
Publication Name: Synthesis
Publication Date: 2022-01-25
DOI: 10.1055/a-1701-7397

Racemic α-Amido/Amino-Substituted β-Keto Esters
Publication Name: Science of Synthesis
Publication Date: 2022

Diboron-mediated palladium-catalyzed asymmetric transfer hydrogenation using the proton of alcohols as hydrogen source
Publication Name: Science China Chemistry
Publication Date: 2021-08-31
DOI: 10.1007/s11426-021-1049-9

Recent Developments in Transition-Metal-Catalyzed Asymmetric Hydrogenation of Enamides
Publication Name: Synthesis
Publication Date: 2020-10-20
DOI: 10.1055/s-0040-1705939