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. Author manuscript; available in PMC: 2009 Jan 28.
Published in final edited form as: J Am Chem Soc. 2007 Mar 16;129(14):4124–4125. doi: 10.1021/ja069245n

Table 3.

Breadth and Scope of the Aldehyde Substratesa

graphic file with name nihms-63734-t0005.jpg
Ent R Temp,
°C
Time
h
Yield
(%)b
ee
(%)c
1 C6H5 11 rt 2 74 32
2 C6H5CH2 7 rt 2 80 71
3d -10 24 68 82
4 C6H5CH2CH2 12 rt 2 78 60
5 -10 24 64 84
6 4-MeOC6H4CH2CH2 13 rt 2 77 81
7 -10 24 64 86
8 3,4-(MeO)2C6H3CH2 14 rt 2 76 72
9d -10 24 68 84
10 4-NO2C6H4CH2CH2 15 rt 2 74 75
11 -10 24 75 82
12 graphic file with name nihms-63734-t0006.jpg rt 2 65 84
13 -10 24 66 90
14 graphic file with name nihms-63734-t0007.jpg rt 2 49 56
15 -10 24 50 85
16 Allyl 18 rt 2 49 80
17 -10 24 58 90
18 (CH3)2CH 19 rt 24 74 0
a

For reaction conditions, see Supporting Information.

b

Isolated yield.

c

Determined by chiral HPLC.

d

4.0 equiv of TEMPO was used.