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. Author manuscript; available in PMC: 2016 Feb 20.
Published in final edited form as: Org Lett. 2015 Feb 2;17(4):940–943. doi: 10.1021/ol503764d

Table 1.

Enantioselective desymmetrization via CAHB.

graphic file with name nihms671201u2.jpg
entry 5 R1 R2 yielda er/drb
1 a H Ph 80 97:3
2 b Me Ph 65 96:4
3 c Ph Ph 72 96:4
4 d CF3 Ph 78 97:3
5 e H Bn 69 94:6
6 f Me Bn 62 92:8
7 g Ph Bn 70 93:7
8 h CF3 Bn 71 96:4
9c i Ph (R)-CH(Me)Ph 76 88:12
10c j Ph (S)-CH(Me)Ph 74 20:80
a

Isolated yields, an average of three experiments generally exhibiting a spread of ±2%.

b

Enantiomer ratio (er) determined by chiral HPLC analysis or diastereomer ratio (dr) determined by 1H NMR.

c

2% catalyst loading.