(+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide), min. 98% (S,S)-DACH-Pyridyl Trost Ligand|07-0341|172138-95-3

(+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide), min. 98% (S,S)-DACH-Pyridyl Trost Ligand

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Sku SC07-0341_5_G
US-Strem
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Product Information

Product Name
(+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide), min. 98% (S,S)-DACH-Pyridyl Trost Ligand
Brand Name
US-Strem
Product Number
07-0341
CAS
172138-95-3
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
9831204
IUPAC Name
N-(1S,2S)-2-(pyridine-2-carbonylamino)cyclohexylpyridine-2-carboxamide
InChI Key
BVYFDUZVVBXFBQ-KBPBESRZSA-N
SMILES
C1CCC@@H(C@H(C1)NC(=O)C2=CC=CC=N2)NC(=O)C3=CC=CC=N3

Application

Technical Notes:
1. L igands for Mo catalyzed asymmetric allylic substitutions. Especially useful for the synthesis of tertiary and quaternary stereocenters. Exclusive license for this technology acquired by ChiroTech and is protected by pending Stanford University patents.
2. Dynamic kinetic asymmetric formation of tertiary and quaternary stereogenic centers.
References:
1. J. Am. Chem. Soc., 1998 , 120, 1 104.
2.J. Am. Chem. Soc., 2002, 124, 14320.
3.J. Am. Chem. Soc, 2002, 124, 7256.
4.For a review, see e Encyclopedia or Reagents for Organic Synthesis
"(+)- N,N'-(1S,2S)-1,2- Diaminocyclohexanediylbis(2- pyridinecarboxamide)", 2014.

References

Palladium-Catalyzed Asymmetric Allylic Alkylation Strategies for the Synthesis of Acyclic Tetrasubstituted Stereocenters
Publication Name: Synthesis
Publication Date: 2018-12-05
DOI: 10.1055/s-0037-1610386

Transition-Metal-Catalyzed Allylic Substitution Reactions: Stereoselective Construction of α- and β-Substituted Carbonyl Compounds
Publication Name: Synthesis
Publication Date: 2013-11-18
DOI: 10.1055/s-0033-1338538

Vibrational Circular Dichroism Spectroscopy of Three Multidentate Nitrogen Donor Ligands: Conformational Flexibility and Solvent Effects
Publication Name: Chemistry – An Asian Journal
Publication Date: 2013-04-05
DOI: 10.1002/asia.201300070

Molybdenum-Catalyzed Reactions
Publication Name: Science of Synthesis
Publication Date: 2011

Transition-Metal-Catalyzed Asymmetric Allylic Alkylation of Azlactones
Publication Name: Science of Synthesis
Publication Date: 2007