An efficient one-pot ruthenium-catalyzed hydrogen-transfer strategy for a direct access to alpha,beta-unsaturated aldehydes has been developed. The employment of enolates prepared in situ from alcohols avoided handling unstable aldehydes and provided a very appealing route to different cinnamaldehydes substituted in position 2. A silica-grafted amine was used as phase-switch tag leading to a selective one-pot process in favor of cross-dehydrogenative coupling products.

Synthesis of α,β-unsaturated aldehydes based on a one-pot phase-switch dehydrogenative cross-coupling of primary alcohols / Mura, Manuel G.; DE LUCA, Lidia Vera Giovanna; Taddei, Maurizio; Williams, Jonathan M. J.; Porcheddu, Andrea. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 16:10(2014), pp. 2586-2589. [10.1021/ol500916g]

Synthesis of α,β-unsaturated aldehydes based on a one-pot phase-switch dehydrogenative cross-coupling of primary alcohols

DE LUCA, Lidia Vera Giovanna;
2014-01-01

Abstract

An efficient one-pot ruthenium-catalyzed hydrogen-transfer strategy for a direct access to alpha,beta-unsaturated aldehydes has been developed. The employment of enolates prepared in situ from alcohols avoided handling unstable aldehydes and provided a very appealing route to different cinnamaldehydes substituted in position 2. A silica-grafted amine was used as phase-switch tag leading to a selective one-pot process in favor of cross-dehydrogenative coupling products.
2014
Synthesis of α,β-unsaturated aldehydes based on a one-pot phase-switch dehydrogenative cross-coupling of primary alcohols / Mura, Manuel G.; DE LUCA, Lidia Vera Giovanna; Taddei, Maurizio; Williams, Jonathan M. J.; Porcheddu, Andrea. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 16:10(2014), pp. 2586-2589. [10.1021/ol500916g]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11388/60023
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