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. Author manuscript; available in PMC: 2011 Sep 1.
Published in final edited form as: Org Lett. 2006 Mar 2;8(5):811–814. doi: 10.1021/ol052861o

Table 2.

Comparison of the experimentally observed product ratios involving reaction of propionaldehyde with N-PMP-protected α-imino ethyl glyoxylate with computed stereoselectivities based on transition state theory predictions involving N-PMP-protected α-imino methyl glyoxylate.

Entry Catalyst Type dr
syn(1):anti(2)
ee (%)
syn (anti)
1 Proline Exp. 3:1 >99
2 Proline Computed 3.5:1 97
3 Pipecolic acid Exp. 2:1 >99 (>99)
4 Pipecolic acid Computed 1.4:1 93 (96)