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Synthesis 2010(18): 3204-3210
DOI: 10.1055/s-0030-1258172
DOI: 10.1055/s-0030-1258172
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkPhosphazene Base-Catalyzed Intramolecular Cascade Reactions of Aryl-Substituted Enynes
Further Information
Received
6 April 2010
Publication Date:
12 July 2010 (online)
Publication History
Publication Date:
12 July 2010 (online)

Abstract
A novel method for the synthesis of 9-aryl-3a,4-dihydronaphtho[2,3-c]furan-1(3H)-ones has been developed by P4-t-Bu-catalyzed intramolecular cascade reactions of enynes. In the presence of a catalytic amount of phosphazene P4-t-Bu base, a variety of 3-arylallyl 3-arylpropiolates underwent the cascade cyclization reaction smoothly in moderate to excellent yields.
Key words
P4-t-Bu base - cascade cyclization reaction - 9-aryl-3a,4-dihydronaphtho[2,3-c]furan-1(3H)-one - 3-arylallyl 3-arylpropiolate
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References
The X-ray crystallographic data for compound 2a are summarized in Supporting Information.