Formation of (E) 1-alkoxy-1,3-butadienes from corresponding propargyl ethers; Vicarious nucleophilic substitution in alkoxyallenes

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Abstract

Propargyl ethers treated with dimsyl anion in DMSO at 80-100°C undergo terminal methylenation to afford corresponding (E) 1-alkoxy-1,3-butadienes. The reaction proceeds via an alkoxy-allene. © 2003 Elsevier Ltd. All rights reserved.

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Łysek, R., Woźny, E., Danh, T. T., & Chmielewski, M. (2003). Formation of (E) 1-alkoxy-1,3-butadienes from corresponding propargyl ethers; Vicarious nucleophilic substitution in alkoxyallenes. Tetrahedron Letters, 44(40), 7541–7544. https://doi.org/10.1016/S0040-4039(03)01867-7

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