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. Author manuscript; available in PMC: 2010 Jun 21.
Published in final edited form as: Synlett. 2009 May;8(2009):1189–1207. doi: 10.1055/s-0029-1216654

Table 7.

The effexts of pre-existing stereocenters in the intramolecular Stetter reaction (substrates are racemates). graphic file with name nihms-199310-t0110.jpg

graphic file with name nihms-199310-t0111.jpg graphic file with name nihms-199310-t0112.jpg trans:cis
R = Me l51 98% ee R = Me l53 94% ee 50:50 Yield = 97%
R = Ph 152 98% ee R = Ph 154 96% ee 50:50 Yield = 96%
graphic file with name nihms-199310-t0113.jpg graphic file with name nihms-199310-t0114.jpg
R = Me 155 90% ee R = Me 157 95% ee 50:50 Yield = 90%
R = iPr 156 84% ee R = Ph 158 96% ee 50:50 Yield = 95%
aR = iPr 156 94% ee aR = Ph 158 98% ee a50:50 Yield = 95%
graphic file with name nihms-199310-t0115.jpg graphic file with name nihms-199310-t0116.jpg
R = Bn 159 <5% ee R = Bn 161 <5% ee 15:85 Yield = 95%
aR = Cy 160 20% ee aR = Cy l62 6% ee a3.5:96.5 Yield = 74%
a

20 mol% catalyst 40 was used.