Efficient synthesis of (-)-methyl 3-epi-shikimate and methyl 3-eqi-quinateby one-pot selective protection of trans-1,2-diols

Authors
Armesto, N Ferrero, M Fernandez, S Gotor, V
Citation
N. Armesto et al., Efficient synthesis of (-)-methyl 3-epi-shikimate and methyl 3-eqi-quinateby one-pot selective protection of trans-1,2-diols, TETRAHEDR L, 41(45), 2000, pp. 8759-8762
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
45
Year of publication
2000
Pages
8759 - 8762
Database
ISI
SICI code
0040-4039(20001104)41:45<8759:ESO(3A>2.0.ZU;2-V
Abstract
trans-1,2-Diol protections of shikimic and quinic acids have been achieved by in situ formation of the protecting group (2,2,3,3-tetramethoxybutane). The synthetic utility of the protected derivatives is demonstrated by the p reparation of (-)-methyl 3-epi-shikimate and methyl 3-epi-quinate through a new and efficient route from the parent acids. (C) 2000 Published by Elsev ier Science Ltd.