TY - JOUR
T1 - Enantioenriched Quaternary α-Pentafluoroethyl Derivatives of Alkyl 1-Indanone-2-Carboxylates
AU - Vallribera Masso, Adela
AU - Granados Toda, Albert
AU - Ballesteros, Anna
PY - 2020/8/21
Y1 - 2020/8/21
N2 - An electrophilic enantioselective catalytic method for the α-pentafluoroethylation of 3-oxoesters is described. Under the use of La(OTf)3 in combination with a (S,R)-indanyl-pybox ligand, good results in terms of yield and enantioselectivities were achieved (up to 89% ee). The reaction proceeds under mild conditions, leading to the formation of enantioenriched quaternary centers. This methodology uses an hypervalent iodine(III)-CF2CF3 reagent, and mechanistic investigations are consistent with the involvement of a radical pathway
AB - An electrophilic enantioselective catalytic method for the α-pentafluoroethylation of 3-oxoesters is described. Under the use of La(OTf)3 in combination with a (S,R)-indanyl-pybox ligand, good results in terms of yield and enantioselectivities were achieved (up to 89% ee). The reaction proceeds under mild conditions, leading to the formation of enantioenriched quaternary centers. This methodology uses an hypervalent iodine(III)-CF2CF3 reagent, and mechanistic investigations are consistent with the involvement of a radical pathway
U2 - 10.1021/acs.joc.0c00210
DO - 10.1021/acs.joc.0c00210
M3 - Article
SN - 0022-3263
VL - 85
SP - 10378
EP - 10387
JO - The Journal Of Organic Chemistry
JF - The Journal Of Organic Chemistry
IS - 16
ER -