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Tandem allylic substitution–5-exo-dig-carbocyclization: a [4 + 1]-annulation approach to arylidene cyclopentenes from MBH-acetates of acetylenic aldehydes
Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India
E-mail: rajireddy@iict.res.in
; Fax: +91-40-27160512
Org. Biomol. Chem., 2012,10, 9052-9057
DOI:
10.1039/C2OB26934A
Received
02 Oct 2012,
Accepted
08 Oct 2012
First published online
09 Oct 2012
A new entry for the synthesis of functionalized arylidene cyclopentenes under metal-free reaction conditions is disclosed via the base-promoted [4 + 1]-annulation of Morita–Baylis–Hillman acetates of acetylenic aldehydes with active methylene derivatives involving tandem allylic substitution followed by 5-exo-dig-carbocyclization.
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Organic & Biomolecular Chemistry
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