Enantioselective synthesis of each stereoisomer of the pyranoid linalool oxides: the linalool route

Authors
Vidari, G Di Rosa, A Zanoni, G Bicchi, C
Citation
G. Vidari et al., Enantioselective synthesis of each stereoisomer of the pyranoid linalool oxides: the linalool route, TETRAHEDR-A, 10(18), 1999, pp. 3547-3557
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
18
Year of publication
1999
Pages
3547 - 3557
Database
ISI
SICI code
0957-4166(19990910)10:18<3547:ESOESO>2.0.ZU;2-0
Abstract
Each of the four enantiomerically pure tetrahydropyran linalool oxides was prepared by separate enantioselective Sharpless dihydroxylation of (R)- or (S)-linalyl acetate with AD-mix-alpha or AD-mix-beta, followed by a complet ely stereoselective N-phenylselenophthalimide cyclization of an intermediat e allylic alcohol. (C) 1999 Elsevier Science Ltd. All rights reserved.