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led to a decrease in both the reactivity and stereoselectivity (Table
3, entries 4–10).
In conclusion, we have demonstrated a practical method for
organocatalytic direct aldol reaction to afford the anti products
with excellent chemical yield and diastereo- and enantioselectivity
on water. The bifunctional thiourea–amine organocatalysts bear a
hydrophobic camphor scaffolding, which can be readily synthe-
sized with good overall chemical yields. Further study of these
newly developed camphor containing bifunctional organocatalysts
(1–5) in asymmetric reactions is being under investigated.
Acknowledgments
11. (a) Sibi, M. P.; Hasegawa, M. J. Am. Chem. Soc. 2007, 129, 4124–4125; (b) Tiecco,
M.; Carlone, A.; Sternativo, S.; Marini, F.; Bartoli, G.; Melchiorre, P. Angew.
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We thank the National Science Council of the Republic of China
(NSC 96-2113-M-003-005-MY3) and the National Taiwan Normal
University (96TOP001) for financial support for this work. We are
grateful to the National Center for High-Performance Computing
for computer time and facilities.
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