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. Author manuscript; available in PMC: 2013 Jan 6.
Published in final edited form as: Org Lett. 2011 Dec 19;14(1):422–425. doi: 10.1021/ol203242r

Table 1.

Comparisons between Organocatalysts in an Aldol Reaction, in Water at rt

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catalyst yielda (%) anti:synb eec (%)
PQS-proline (2) 93 92:8 96
proline C-4 ester (6A) <5
proline (6B) 0
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proline C-4 ester (6A)
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proline (6B)
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Barbas’ catalyst 7b (6C)
a

Combined yield of isolated diastereomers.

b

Determined by 1H NMR of the crude product.

c

Determined by chiral-phase HPLC analysis for anti-product.