Total synthesis of (–)-ovalicine fromL-quebrachitol
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 12,p. 1495-1496
- https://doi.org/10.1039/c39940001495
Abstract
The first chiral synthesis of (–)-Ovalicine 1 from commercially available L-Quebrachitol in 16 steps and an overall yield of 3.5% is reported.Keywords
This publication has 12 references indexed in Scilit:
- Utilisation ofL-quebrachitol in natural product synthesis. Total synthesis and absolute configuration of (–)-oudemansin XJournal of the Chemical Society, Perkin Transactions 1, 1993
- Total synthesis of (.+-.)-ovalicinJournal of the American Chemical Society, 1985
- Recent applications of the Shapiro reactionAccounts of Chemical Research, 1983
- Concise syntheses of 3-methylenetetrahydrofuran-2-one derivatives and related systemsJournal of the Chemical Society, Perkin Transactions 1, 1981
- Further Studies on the Oxidation of Alcohols to Carbonyl Compounds by Dimethyl Sulfoxide/Trifluoroacetic AnhydrideSynthesis, 1978
- Active Manganese Dioxide Oxidation in Organic Chemistry - Part ISynthesis, 1976
- Die Struktur von OvalicinHelvetica Chimica Acta, 1973
- Isolierung und Strukturaufklärung von OvalicinHelvetica Chimica Acta, 1968
- The preparation of 1-0-tosyl-(-)-inositol from quebrachitolTetrahedron Letters, 1966
- A New, Stereospecific Olefin Synthesis from 1,2-DiolsJournal of the American Chemical Society, 1963