A practical and general method for the stΒ©reoselective synthesis of trans-4,5-dis~tituted 2-pyrrolidinones was developed. Hydride reduction of these pyrrolidinones gave the corresponding pyrrolidines.
Synthesis and characterization of new amine-imine ligands based on trans-2,5-disubstituted pyrrolidines
β Scribed by James A. Sweet; Jennifer M. Cavallari; William A. Price; Joseph W. Ziller; Dominic V. McGrath
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- English
- Weight
- 258 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0957-4166
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β¦ Synopsis
We present a modular synthesis of a new class of chiral N,Nchelating ligands containing the C2-symmetric trans-2,5-disubstituted pyrrolidine moiety linked to a pyridine ring. (-)-2-[(2R,5R)-2,5-Dimethylpyrrolidin-l-ylmethyl]pyridine (11, (R,R)-MePMP), (-)-2-[2-((2R,5R)-2,5-dimethylpyrrolidin-l-yl)ethyl]pyridine (12, (R,R)-MePEP), and (+)-2-[(2R,5R)-2,5-diphenylpyrrolidin-l-ylmethyl]pyridine (13, (R,R)-PhPMP) have been prepared. The X-ray structure of the (r/3-allyl)Pd complex of (R,R)-MePMP ( ) is reported.
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