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a silica-gel short column (hexane/AcOEt, 1:1) and evaporated un-
der reduced pressure. To a solution of the crude in THF (5 mL)
was added 1 n HCl (1 mL). After stirring for 2 h at room tempera-
ture, the mixture was poured into a solution of Et2O (10 mL) and
H2O (5 mL). The organic layer was washed with sat. aq. NaHCO3
and brine and dried with anhydrous Na2SO4. Purification by silica-
gel chromatography (hexane/AcOEt, 4:1) gave aldol product 6a
(89% yield, Ͼ99%ee; Table 2, Entry 1).
Supporting Information (see footnote on the first page of this arti-
cle): Experimental procedures and spectroscopic data for the ene
and aldol products.
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Acknowledgments
This research was supported in part by a grant program “Collabo-
rative Development of Innovative Seeds” from the Japan Science
and Technology Agency. We are grateful to Takasago International
Co. for providing BINAP, tol-BINAP, and SEGPHOS.
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Received: September 30, 2010
Published Online: November 17, 2010
Eur. J. Org. Chem. 2011, 62–65
© 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
www.eurjoc.org
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