A new, convenient synthesis of the chiral auxiliary (+)-8-phenylisomenthol

DOI: 10.1016/S0040-4039(01)01000-0

Source and publish data:

Tetrahedron Letters p. 5239 - 5240 (2001)

Update date:2022-09-26

Topics:

Authors:

Fernández, Franco

García-Mera, Xerardo

Enrique Rodríguez-Borges, José

Manuel Blanco, José

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Article abstract of DOI:10.1016/S0040-4039(01)01000-0

A new, straitghtforward and efficient method for preparing (+)-8-phenylisomenthol 1 from its diastereomer (+)-8-phenylisoneomenthol 2 is described. Conversion of 2 to (+)-8-phenyl-2-menthene 5, followed by oxidation to the corresponding (+)-trans-epoxide 6 and reduction of 6 with LiBEt₃H afforded 1 in 78% overall yield.

Full text of DOI:10.1016/S0040-4039(01)01000-0

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