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Synfacts 2008(7): 0712-0712
DOI: 10.1055/s-2008-1077853
DOI: 10.1055/s-2008-1077853
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Addition-Cyclization Protocol for the Enantioselective Synthesis of Furans
Z. Chai, Z.-F. Xie, X.-Y. Liu, G. Zhao*, J.-D. Wang*
Shanghai Institute of Organic Chemistry and XinJiang University, Urumqi, P. R. of China
Further Information
Publication History
Publication Date:
20 June 2008 (online)
Significance
The tandem addition-cyclization reaction described in this report represents a highly efficient approach towards 1,3-dihydrobenzofurans and tetrasubstituted furans. The reaction is carried out in a one-pot manner and provides products with good yields and high selectivities. Interestingly, extremely high Z-diastereoselectivity is observed, most likely arising from the subsequent regioselective 5-exo-dig cyclization reaction.