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

Authors
Fernandez, F Garcia-Mera, X Rodriguez-Borges, JE Blanco, JM
Citation
F. Fernandez et al., A new, convenient synthesis of the chiral auxiliary (+)-8-phenyliso menthol, TETRAHEDR L, 42(31), 2001, pp. 5239-5240
Citations number
6
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
31
Year of publication
2001
Pages
5239 - 5240
Database
ISI
SICI code
0040-4039(20010730)42:31<5239:ANCSOT>2.0.ZU;2-T
Abstract
A new, straitghtforward and efficient method for preparing (+)-8-phenylisom enthol 1 from its diastereomer (+)-8-phenylisoneomenthol 2 is described. Co nversion of 2 to (+)-8-phenyl-2-menthene 5, followed by oxidation to the co rresponding (+)-trans-epoxide 6 and reduction of 6 with LiBEt3H afforded 1 in 78% overall yield. (C) 2001 Elsevier Science Ltd. All rights reserved.