Article ID Journal Published Year Pages File Type
5220062 Tetrahedron 2012 8 Pages PDF
Abstract

Tertiary alcohols react under mild conditions in the presence of Amberlyst®-15 (dry) (solid-supported sulfonic acid) to give predominantly the most stable alkene in very good yield. The dehydration of tertiary alcohol functionality occurs without observation of rearrangement and polymerization products, and with outstanding substrate tolerance, which include the NHCBz, NHBoc, OSEM, OTBDMS, OBOM and ethylene ketal functional groups. Amberlyst®-15 (dry) can be easily recovered from the reaction medium and reused for five cycles, maintaining the catalytic efficiency. In addition, the dehydration can occur under continuous operation.

Graphical abstractDownload full-size imageTertiary alcohols eliminate under mild conditions in the presence of Amberlyst®-15 to give predominantly the most stable alkene in very good yield. The dehydration of tertiary alcohol occurs without observation of rearrangement and polymerization products, and outstanding substrate tolerance, which includes the NHCBz, NHBoc, OSEM, OTBDMS, OBOM and ethylene ketal functional groups

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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