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. Author manuscript; available in PMC: 2009 Jun 23.
Published in final edited form as: J Am Chem Soc. 2006 Mar 1;128(8):2552–2553. doi: 10.1021/ja058337u

Table 1.

Asymmetric Intramolecular Stetter Reaction of Mono-Substituted Cyclohexadienones

graphic file with name nihms-63291-f0005.jpg
entrya R substrate product Yield (%) ee (%)b
1 Me 1 2 90 92
2 Et 6 7 86 94
3 iPr 8 9 87 94
4 tBu 10 11 86 94
5 Ph 12 13 87 88
6 4-BrPh 14 15 78 85
7 CH2OAc 16 17 86 83
8 CH2CH2OMe 18 19 86 82
9 CH2CH2CO2Me 20 21 94 87
a

All reactions conducted in the presence of 10 mol% catalyst and 10 mol% KHMDS in toluene at 23 °C.

b

Determined by HPLC or GC using a chiral stationary phase.