(R,R)-α,α′-Bis(trifluoromethyl)-9,10-anthracenedimethanol: a chiral solvating agent for enantiomeric resolution of β-dicarbonyl compounds

Stereodivergent Diversity‐Oriented Synthesis: Exploiting the Versatility of 2‐Piperidine Ethanol

“…For syn-compounds, the result was also confirmed through 1 H-NMR, registering the spectra in the presence of (R)-(-)-1-(9-anthryl)-2,2,2-trifluoroethanol [17] as chiral solvating agent. Syn-isomers (3a and 3c), were obtained with a 92 % ee while the anti-alcohols (3b and 3d), were accessed with 84 % ee.…”

Highly Enantioselective Electrophilic Amination and Michael Addition of Cyclic β-Ketoesters Induced by Lanthanides and (S,S)-ip-pybox: The Mechanism

“…On the other hand, europium was the best lanthanide when using 2 with the same ketoesters 1b , c ; thus, the Michael acceptor plays a fundamental role in the choice of the metal ion. The determination of enantiomeric composition of chiral 8b was done through NMR analysis by two different methods: by adding the chiral shift reagent Eu(hfc) 3 and by addition of ( R , R )-α,α-bis(trifuoromethyl)-9,10-anthracenedimethanol (( R , R )-ABTE), a chiral solvating agent useful for enantiomeric resolution of β-dicarbonyl compounds . Then, we studied the behavior of ytterbium triflate in the reaction of 1c with 7 in acetonitrile at different temperatures (entries 4−7).…”

EMCA and DEEM as Michael Reagents Used in Organic Synthesis

“…Recently, one of the most important variants of Michel reaction are those, which enable to control the stereoselectivity, especially enantioselectivity [36][37][38][39][40][41][42][43]. Generally, there are two approaches to obtain asymmetric induction in Michael reaction [36].…”