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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 22.

Results from HDA reaction in Figure 21.

entry diene
OR		 aldehyde
R1 		solvent catalyst yield (%) ee (%)
1 OTES Ph none A•SbF6 50 80
2 OTES CH2OTBS none A•SbF6 n.d. 57
3 OTES CH2OTBS none B•SbF6 n.d. 85
4 OTES CH2OTBS none C•Cl 88 98
5 OTES CH2OTBS none C•SbF6 93 98
6 OTES Ph none C•Cl n.d. 65
7 OTES Ph none C•SbF6 n.d. 81
8 OTES Ph conc. C•SbF6 72 (80)a 90
9 OTES CH2OTBS conc. C•Cl 90 99
10 OTES CH2OTBS conc. C•SbF6 97 >99
11 OTES CH2OBn conc. C•SbF6 89 94
12 OTES n-C5H11 none C•SbF6 85 98
13 OTES (CH2)4CH=CH2 none C•SbF6 78 98
14 OTES CH2CH2Ph conc. C•SbF6 78 (84)a 98
15 OTES CH2CH2NHBoc conc. C•SbF6 28 (31)a 96
16 OTES 2-furyl conc. C•SbF6 77 (86)a 95
17 OTMS n-C5H11 none C•SbF6 81 98
18 OTBS n-C5H11 none C•SbF6 93 96
19 OTIPS n-C5H11 none C•SbF6 77 94
a

Reaction conversion after 40 h in parenthesis.