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Highly selective aluminium-catalysed intramolecular Prins reaction for l-menthol synthesis†
H. Maeda,S. Yamada,Y. Hori,T. Mino,Masami Sakamoto
RSC Advances Pub Date : 11/11/2014 00:00:00 , 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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