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  • One-step microwave-assisted asymmetric cyclisation/hydrogenation of citronellal to menthols using supported nanoparticles on mesoporous materials.

One-step microwave-assisted asymmetric cyclisation/hydrogenation of citronellal to menthols using supported nanoparticles on mesoporous materials.

Organic & biomolecular chemistry (2010-05-01)
Alina Mariana Balu, Juan Manuel Campelo, Rafael Luque, Antonio Angel Romero
ABSTRACT

The selective conversion of citronellal to menthols, with good diastereoselectivities to (-)-menthol for the case of (+)-citronellal as starting material, can effectively be carried out in a one-step reaction under microwave irradiation catalysed by supported nanoparticles on mesoporous materials. 2% Pt/Ga-MCM-41 was found to be the optimum catalyst for the reaction, with a quantitative conversion of starting material and selectivities above 85% to menthols obtained in short reaction times (typically 15 min). These results constitute the first report of a simple microwave-assisted one-step cyclisation/hydrogenation process for the production of menthols.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(R)-(+)-Citronellal, technical grade
Supelco
(±)-Citronellal, analytical standard
Sigma-Aldrich
(±)-Citronellal, natural, ≥85%, FCC, FG
Sigma-Aldrich
(S)-(−)-Citronellal, 96%
Sigma-Aldrich
(±)-Citronellal, ≥95.0% (GC)