502159-06-0Relevant articles and documents
COMPOUNDS, COMPOSITIONS AND METHODS FOR SYNTHESIS
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, (2019/01/10)
The present disclosure, among other things, provides technologies for synthesis, including reagents and methods for stereoselective synthesis. In some embodiments, the present disclosure provides compounds useful as chiral auxiliaries. In some embodiments, the present disclosure provides reagents and methods for oligonucleotide synthesis. In some embodiments, the present disclosure provides reagents and methods for chirally controlled preparation of oligonucleotides. In some embodiments, technologies of the present disclosure are particularly useful for constructing challenging internucleotidic linkages, providing high yields and stereoselectivity.
Chiral amino alcohol derived bis-phosphoramidite pincer palladium complexes and their applications in asymmetric allylation of aldimines
Li, Jie,Lutz, Martin,Spek, Anthony L.,Van Klink, Gerard P. M.,Van Koten, Gerard,Klein Gebbink, Robertas J. M.
experimental part, p. 1379 - 1387 (2010/05/15)
Novel P-stereogenic bis-phosphoramidite pincer palladium complexes 1 and 2 derived from (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol and (S)-(+)-indolinemethanol, respectively, were synthesized in reasonable yields (i.e., 55-62%) by using a flexible, modular synthetic approach and were characterized by X-ray crystal structure determination. Reacting (S)-(+)-indolinemethanol with PCl3 leads to the formation of a novel P-chiral building block, which exhibits good thermal stability of its stereochemical features. This enabled the design and development of new P-chiral bisphosphoramidite pincer arene ligands and their corresponding metal complexes. The molecular structure of the new indolinemethanol-derived phosphoramidite pincer metal complex screens quadrants I and III, which is in contrast to the previously reported L-proline-derived P-chiral ligands that screen quadrants II and IV. The bis-phosphoramidite pincer palladium, complexes 1 and 2 are active catalysts for asymmetric homoallylation of sulfonimines, where low (ee 33%) or no enantioselectivity was observed for reactions catalyzed by 2 and 1, respectively. Preliminary catalytic results revealed that enantiomeric excess values varied by using differently functionalized sulfonimines, suggesting that, both electronic properties and steric congestion of sulfonimines affect, the transition state of the electrophilic attack of the 1nallyl Pd intermediate in the allylation.
Chiral diphosphites and diphosphoramidites as cheap and efficient ligands in Rh-catalyzed asymmetric olefin hydrogenation
Reetz, Manfred T.,Mehler, Gerlinde,Bondarev, Oleg
, p. 2292 - 2294 (2007/10/03)
Chiral diphosphites and diphosphoramidites derived from BINOL or diphenylprolinol are efficient ligands in asymmetric Rh-catalyzed olefin hydrogenation, provided the proper achiral backbone is chosen. The Royal Society of Chemistry 2006.
