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Journal Article

Stereoselective Synthesis of Enamides by a Peterson Reaction Manifold

MPS-Authors
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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Brehm,  Christof
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

Cancho-Grande,  Yolande
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Fürstner, A., Brehm, C., & Cancho-Grande, Y. (2001). Stereoselective Synthesis of Enamides by a Peterson Reaction Manifold. Organic Letters, 3(24), 3955-3957. doi:10.1021/ol016848p.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-45EC-D
Abstract
Vinylsilanes are converted into enamides by a sequence comprising epoxidation, nucleophilic ring opening of the resulting epoxysilanes with NaN3, and reduction of the azide, followed by a “one-pot” N-acylation/Peterson elimination process. This method is distinguished by its wide applicability and stereoselective course.