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. Author manuscript; available in PMC: 2011 Oct 12.
Published in final edited form as: Org Lett. 2009 Feb 19;11(4):943–946. doi: 10.1021/ol802930q

Table 5.

One-pot β-fluoroamine synthesis via organocatalysis

graphic file with name nihms91352t25.jpg

entrya solvent temp
(°C)
time
(h)
yield
(%)c
ee
(%)b
1 THF 24 3 45 >95
2 CH3CN 24 3 36 >95
3 CH2Cl2 24 24 12 ndd
4 DCE 24 24 0 ndd
5 THF/i-PrOH −20 3 65 >96
a

All reactions were performed on a 0.05 mmol scale.

b

Enantiomeric excess were determined using chiral stationary phase HPLC.

c

Yield after chromatography.

d

Not determined.