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Facile Generation of Alkenes and Dienes from Tosylates

Prodeep Phukan, Matthias Bauer, Martin E. Maier*

*Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany, Email:

P. Phukan, M. Bauer, M. E. Maier, Synthesis, 2003, 1324-1328.

DOI: 10.1055/s-2003-40210

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Heating with NaI and DBU in dimethoxyethane effected clean elimination of tosylates to terminal olefins. This simple one-pot procedure was also applied to tosylates derived from an Evans aldol reaction.

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Key Words

Evans aldol reaction, terminal alkenes, dienes, eliminations

ID: J66-Y2003-1870