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Copper-promoted cascade reaction of active methylenes with MBH-acetates of acetylenic aldehydes to functionalized cyclopentenes†
Chada Raji Reddy,Paridala Kumaraswamy
RSC Advances Pub Date : 11/19/2013 00:00:00 , DOI:10.1039/C3RA46229C
Abstract

One-pot synthesis of substituted cyclopentenes was accomplished through a copper-mediated [4 + 1]-annulation of active methylene compounds with Morita–Baylis–Hillman (MBH) acetates of acetylenic aldehydes. The reaction sequence involves the cascade allylic substitution/5-exo-dig-carbocyclization, which was effective in providing methylene, alkylidene as well as arylidene cyclopentenes.

Graphical abstract: Copper-promoted cascade reaction of active methylenes with MBH-acetates of acetylenic aldehydes to functionalized cyclopentenes
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