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One-pot one-base conditions for two shots: organocatalyzed tandem isomerization–olefination of allylic alcohols

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Abstract

A one-pot isomerization–olefination of allylic alcohols using 1,10-phenanthroline as an organocatalyst in the presence of a base has been developed. Under one-pot one-base conditions, allylic isomerization and olefination were accomplished simultaneously. Either terminal or internal alkenes could be prepared in generally good to high yields from allylic alcohols without the involvement of transition metals or oxidants. This avoids the heavy metal and toxic residues in the resulting products and allows the applications of this method in pharmaceutical synthesis.

Graphical abstract: One-pot one-base conditions for two shots: organocatalyzed tandem isomerization–olefination of allylic alcohols

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Publication details

The article was received on 22 May 2018, accepted on 20 Jun 2018 and first published on 21 Jun 2018


Article type: Research Article
DOI: 10.1039/C8QO00505B
Citation: Org. Chem. Front., 2018, Advance Article
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    One-pot one-base conditions for two shots: organocatalyzed tandem isomerization–olefination of allylic alcohols

    H. Zheng, J. Qu and Y. Kang, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00505B

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