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Alkenenitrile Transmissive Olefination: Synthesis of the Putative Lignan "Morinol I"
Authors:Fleming Fraser F  Liu Wang  Yao Lihua  Pitta Bhaskar  Purzycki Matthew  Ravikumar P C
Institution:Department of Chemistry and Biochemistry, Duquesne University, Pittsburgh, PA 15282-1530, USA.
Abstract:Grignard reagents trigger an addition-elimination with α'-hydroxy acrylonitriles to selectively generate Z-alkenenitriles. The modular assembly of Z-alkenenitriles from a Grignard reagent, acrylonitrile, and an aldehyde is ideal for stereoselectively synthesizing alkenes as illustrated in the synthesis of the putative lignan "morinol I."
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