2780
H. Yuan et al. / Tetrahedron Letters 54 (2013) 2776–2780
EtO
H
Ce3+
EtO
H
B
H
Ce3+
n=0,1; p=n+1
BH4-n(OEt)n
BH4-p(OEt)p
H
H
H
Ce3+
EtO
H
O
O
EtO
O
HO
O
R
ClCOOEt
O
O
R
R
OEt
H
B
O
(B)
OEt(H)
(A)
EtO
(H)EtO
OEt(H)
O
O
O
EtO
O
O
OH
-CO2
R
O
-OEt
R
EtOH
H
B
R
H
OEt(H)
(H)EtO
(D)
OEt(H)
(C)
Scheme 2. The plausible reaction mechanism.
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isolated yields make this method well-suited for the generation of
a combinatorial library of key intermediates for the synthesis of
flavan-3-ols and their derivatives.
Acknowledgments
The work was supported by program NCET Foundation, NSFC
(81230090), partially supported by Global Research Network for
Medicinal Plants (GRNMP) and King Saud University, Shanghai Lead-
ing Academic Discipline Project (B906), FP7- PEOPLE-IRSES-2008
(TCMCANCER Project 230232), Key Laboratory of Drug Research
for Special Environments, PLA, Shanghai Engineering Research
Center for the Preparation of Bioactive Natural Products
(10DZ2251300), the Scientific Foundation of Shanghai China
(09DZ1975700, 09DZ1971500, 10DZ1971700), National Major Pro-
ject of China (2011ZX09307-002-03), and National Key Technology
R&D Program of China (2012BAI29B06).
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Supplementary data
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Supplementary data associated with this article can be found,
References and notes
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a,b-Unsaturated acylphenols were synthesized according to the literature
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