(S)-(+)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin, 95% (S)-C3-TUNEPHOS|15-0176|486429-99-6

(S)-(+)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin, 95% (S)-C3-TUNEPHOS

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Sku SC15-0176_500_MG
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Product Information

Product Name
(S)-(+)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzof,h1,5dioxonin, 95% (S)-C3-TUNEPHOS
Brand Name
US-Strem
Product Number
15-0176
CAS
486429-99-6
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
10722198
IUPAC Name
(17-diphenylphosphanyl-8,12-dioxatricyclo11.4.0.02,7heptadeca-1(13),2(7),3,5,14,16-hexaen-3-yl)-diphenylphosphane
InChI Key
GTIXSUJKFAATAE-UHFFFAOYSA-N
SMILES
C1COC2=C(C(=CC=C2)P(C3=CC=CC=C3)C4=CC=CC=C4)C5=C(C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7)OC1

Application

Technical Notes:
1. New generation of chiral biaryl phosphine ligands with tunable dihedral angles. The ability to
modify the dihedral angle allows for the fine tuning of the catalyst system and optimization of en antioselectivity.
2.Ru-C3-TUNEPHOS complexes are used for asymmetric hydrogenation of ß-ketoesters ', enol acetates?, cyclic ß-amino acids3, a-phthalimide ketones, and a-keto esters.
3.Rh-catalyzed hydroformylation of cyclopropenes .
References:
1.J. Org. Chem., 2000, 65, 6223.
2.Org. Lett., 2002, 4, 4495.
3.J. Am. Chem. Soc., 2003, 125, 9570.
4.J. Am. Chem. Soc., 2004, 126, 1626.
5.Synlett 2006, 126, 1 169
6.J. Am. Chem. Soc., 2008, 130, 13804.

References Data Source From Pubchem

Asymmetric Synthesis of Isoindolin-1-ones from Enamides via Pd-Catalyzed Intramolecular Reductive Heck Reaction
Publication Name: Russian Journal of General Chemistry
Publication Date: 2025-01
DOI: 10.1134/s1070363224612419

Intramolecular Cyclization of ortho-Substituted Chalcones in the Presence of Palladium Complexes with Chiral Bisphosphine Ligands
Publication Name: Russian Journal of Organic Chemistry
Publication Date: 2022-05
DOI: 10.1134/s1070428022050116

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

Enantioselective Construction of Quaternary Carbon Stereocenter via Palladium-Catalyzed Asymmetric Allylic Alkylation of Lactones
Publication Name: Synthesis
Publication Date: 2016-03-07
DOI: 10.1055/s-0035-1561574

Enantioselective Gold-Catalyzed Synthesis of Heterocyclic Compounds
Publication Name: Au-Catalyzed Synthesis and Functionalization of Heterocycles
Publication Date: 2015
DOI: 10.1007/7081_2015_5003