Journal
TETRAHEDRON LETTERS
Volume 44, Issue 2, Pages 365-368Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)02488-7
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Various (+/-)-3-aryl-delta-lactones have been prepared from the corresponding arylacetic acids. The lithium dianion of the acid is alkylated with 1-bromo-3-chloropropane and the unpurified product is cyclized with DBU in typically ca. 80% yield over both steps. We have shown that lactones of this type can be converted to their corresponding 5,6-dihydropyan-2-ones and pyran-2-ones, which potentially provide useful sites for further functionalization of the lactone ring. (C) 2002 Published by Elsevier Science Ltd.
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