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. Author manuscript; available in PMC: 2008 Aug 26.
Published in final edited form as: Chem Rev. 2007 May 27;107(6):2503–2545. doi: 10.1021/cr0509556

Table 27.

Enantioselective carbonyl-ene reaction with catalysts A-A-Ti, B-B-Ti, and C-C-Ti from Figure 30.

graphic file with name nihms-63649-t0079.jpg
entry catalyst solvent
additive		 4 Å MS stirring temp.
(°C)		 time
(h)		 yield
(%)		 ee (%)
1 A-A-Ti toluene no yes rt 48 91 94.4
2 A-A-Ti toluene no yes 0 120 85 95.4
3 A-A-Ti toluene no no 0 120 96 95.6
4 A-A-Ti toluene yes yes rt 120 93 92.1
5 A-A-Ti toluene yes yes 0 120 65 92.5
6 A-A-Ti none no no 0 120 75 94.4
7 B-B-Ti toluene no yes rt 48 32 9.8
8 B-B-Ti toluene no yes 0 120 9 24.2
9 C-C-Ti toluene no yes rt 30 >99 96.5
10 C-C-Ti toluene no yes 0 96 95 91.5
11 C-C-Ti toluene yes yes rt 96 85 92.4
12 C-C-Ti toluene yes yes 0 96 90 95.5
13 C-C-Ti none no yes 0 96 90 92.7