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. Author manuscript; available in PMC: 2012 Mar 22.
Published in final edited form as: J Am Chem Soc. 2009 Aug 12;131(31):10875–10877. doi: 10.1021/ja9053338

Table 2. Enantioselective α-Trifluoromethylation: Aldehyde Scope.

graphic file with name nihms133847u3.jpg

entry producta yield,b eec entry producta yield,b eec
1 graphic file with name nihms133847t1.jpg 79% yield 99% ee 7 graphic file with name nihms133847t2.jpg 73% yieldd 90% ee
2 graphic file with name nihms133847t3.jpg 72% yield 95% ee 8 graphic file with name nihms133847t4.jpg 61% yield 93% ee
3 graphic file with name nihms133847t5.jpg 86% yield 97% ee 9 graphic file with name nihms133847t6.jpg 75% yield 97% ee
4 graphic file with name nihms133847t7.jpg 78% yield 98% ee 10 graphic file with name nihms133847t8.jpg 68% yield >20:1 dr 99% ee
5 graphic file with name nihms133847t9.jpg X = CH2 70% yield 99% ee 11 graphic file with name nihms133847t10.jpg 62% yield >20:1 dr 99% ee
6 X = NBoc 70% yield 98% ee
a

Stereochemistry assigned by chemical correlation or by analogy.

b

Isolated yields of the corresponding alcohol.

c

Enantiomeric excess determined by chiral SFC or HPLC analysis.

d

Using catalyst 11; ref 20.