4.4 Article

New nitrogenated siloxy butadienes from 1,3-dichloroacetone

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 6, Pages 907-910

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.12.039

Keywords

1-formamido-1,3-butadienes; 1,3-dichloroacetone; Diels-Alder

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New 1-formamido-2-siloxy-1,3-butadienes have been generated from 1,3-dichloroacetone by means of phosphorane formation, formamido substitution, Wittig olefination and silylation. The procedure demonstrates the utility and versatility of this methodology for the formation of polysubstituted dienes, designed as useful building blocks for the synthesis of polycyclic alkaloids and related analogues. (c) 2006 Elsevier Ltd. All rights reserved.

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