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Sku SC15-0479_250_MG
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Product Information

Product Name
(S)-(-)-5,5'-Bisdi(3,5-xylyl)phosphino-4,4'-bi-1,3-benzodioxole, min. 98% (S)-(-)-DM-SEGPHOS
Brand Name
US-Strem
Product Number
15-0479
CAS
210169-57-6
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
11297101
IUPAC Name
4-5-bis(3,5-dimethylphenyl)phosphanyl-1,3-benzodioxol-4-yl-1,3-benzodioxol-5-yl-bis(3,5-dimethylphenyl)phosphane
InChI Key
XJJVPYMFHXMROQ-UHFFFAOYSA-N
SMILES
CC1=CC(=CC(=C1)P(C2=C(C3=C(C=C2)OCO3)C4=C(C=CC5=C4OCO5)P(C6=CC(=CC(=C6)C)C)C7=CC(=CC(=C7)C)C)C8=CC(=CC(=C8)C)C)C

Application

Technical Notes:
1. Biaryl bisphos phine ligand with narrow dihedral angle. The DM-SEGPHOS ligand, as the ruthenium complex, gives superior enantios electivity and diastereoselectivity in the asymmetric hydrogenation of a-substituted-ß-ketoesters. See 15-0066. 2.Copper catalyzed enantioselective 3 + 2 cycloaddition as a route to Y amino ketones and 3-pyrrolidinones.
3.Palladium catalyzed e nantioselective addition of malonates to dihydroisoquinolines.
4.Ruthenium catalyzod enantioselective synthesis of ß amino acids by hydroge nation
5.Ruthenium catalyzed asymmetric hydrogenation of 3-quinuclidinone. See 44-0098 for Ru catalyst.
6.Diastereo- and enantioselective ruthenium- catalyzed hydrohydroxyalkylation of 2-silyl-butadienes.
References:
1.Org. Lett., 2005, 7, 1051.
2.J. Am. Chem. Soc., 2006, 128, 14010.
3.WIPO Pat. W 2005028419.
4.U.S. Pat. App. 2006047122.
5.J. Am. Chem. Soc., 2011 , 133, 1 0582.

References Data Source From Pubchem

Synthesis of Substituted Indolizidines

Publication Name: Science of Synthesis
Publication Date: 2026

Synthesis by Diborylation of Alkenes

Publication Name: Science of Synthesis
Publication Date: 2023

Cycloadditions

Publication Name: Science of Synthesis
Publication Date: 2022

Rhodium-Catalyzed Allylic Substitution

Publication Name: Science of Synthesis
Publication Date: 2022

Racemic α-Alkyl/Aryl-Substituted Ketones

Publication Name: Science of Synthesis
Publication Date: 2022