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. Author manuscript; available in PMC: 2013 Jul 18.
Published in final edited form as: Chem Soc Rev. 2010 Feb 17;39(5):1600–1632. doi: 10.1039/b923537j

Table 8.

Screen of amino acids and small peptides for the acetone aldol reaction.

graphic file with name nihms484241u1.jpg
Catalyst catalyst loading (mol%) Yield (%) ee (%)
L-Pro65 20 68 76
L-Asp142 20 35 40
L-Glu142 20 36 18
L-Thr142 20 37 42
L-Pro-L-Ala-NPh, HOAc146 20 88 38
4-NHBoc-L-Pro-L-Pro144 15 83 73
L-Pro-L-Ser143 30 87 77
L-Pro-L-ThrOTBS147 20 91 82
L-Leu-L-His145 30 87 71
4-NHBoc-L-Pro-L-Pro-L-Pro-L-Pro144 5 62 75
L-Pro-D-Ala-D-Asp-NH2148 10 73 70
L-Pro-L-Pro-L-Asp-NH2148 1 99 −80
a

References are given for each product as a superscript.