TY - JOUR
T1 - The productive merger of iodonium salts and organocatalysis
T2 - A non-photolytic approach to the enantioselective α-trifluoromethylation of aldehydes
AU - Allen, Anna E.
AU - MacMillan, David W.C.
PY - 2010/4/14
Y1 - 2010/4/14
N2 - An enantioselective organocatalytic α-trifluoromethylation of aldehydes has been accomplished using a commercially available, electrophilic trifluoromethyl source. The merging of Lewis acid and organocatalysis provides a new strategy for the enantioselective construction of trifluoromethyl stereogenicity, an important chiral synthon for pharmaceutical, materials, and agrochemical applications. This mild and operationally simple protocol allows rapid access to enantioenriched α-trifluoromethylated aldehydes through a nonphotolytic pathway.
AB - An enantioselective organocatalytic α-trifluoromethylation of aldehydes has been accomplished using a commercially available, electrophilic trifluoromethyl source. The merging of Lewis acid and organocatalysis provides a new strategy for the enantioselective construction of trifluoromethyl stereogenicity, an important chiral synthon for pharmaceutical, materials, and agrochemical applications. This mild and operationally simple protocol allows rapid access to enantioenriched α-trifluoromethylated aldehydes through a nonphotolytic pathway.
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U2 - 10.1021/ja100748y
DO - 10.1021/ja100748y
M3 - Article
C2 - 20297822
AN - SCOPUS:77950854848
VL - 132
SP - 4986
EP - 4987
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 14
ER -