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Synlett 1991; 1991(11): 771-773
DOI: 10.1055/s-1991-20868
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[3+2] Cycloaddition of 2-Alkoxycyclopropyl Carbonyl Compounds with Enol Silyl Ethers for Functionalized Cyclopentane Formation

Makoto Komatsu* , Ichiro Suehiro, Yoshiaki Horiguchi, Isao Kuwajima
  • *Department of Chemistry, Tokyo Institute of Technology, Meguro, Tokyo 152, Japan
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Publication Date:
07 March 2002 (online)

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Reaction of 2-alkoxycyclopropyl carbonyl compounds and enol silyl ethers affords highly functionalized cyclopentanes in good yield via a tin(IV) chloride mediated retro-aldol type ring opening followed by cycloaddition of the resultant 1,3-zwitterion.

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