Highly selective aluminium-catalysed intramolecular Prins reaction for l-menthol synthesis?

RSC Advances Pub Date: 2014-11-11 DOI: 10.1039/C4RA12470G

Abstract

An aluminium complex bearing 2-cyclohexyl-6-phenylphenol afforded (5R)-n-isopulegol from (R)-citronellal via the intermolecular Prins reaction with an exceptionally high diastereoselectivity. Using this reaction, L-menthol was obtained with an excellent diastereoselectivity.

Graphical abstract: Highly selective aluminium-catalysed intramolecular Prins reaction for l-menthol synthesis
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