Synthesis of the Four Epimeric Tosylates of (5R)-2, 3-Epoxy-5-isopropenyl-cyclohexanol
- 1 December 1995
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 25 (23) , 3907-3921
- https://doi.org/10.1080/00397919508011466
Abstract
Described is the synthesis of the four optically pure epoxy-tosylates 5, 6, 9 and 12, each with four chiral centers determined, from a single starting material, (R)(-) carvone.Keywords
This publication has 12 references indexed in Scilit:
- Solvolysis of (4-Nitrophenoxy)ethylene OxidesThe Journal of Organic Chemistry, 1994
- Stereo- and regiocontrol of electrophilic additions to cyclohexene systems by neighboring groups. Competition of electronic and stereoelectronic effects and comparison of the reactivity of selected electrophilesThe Journal of Organic Chemistry, 1990
- Hydrogénolyse en phase liquide sur Pd/C des époxydes du carvomenthène et du limonèneTetrahedron, 1981
- Synthetic approaches to polyhydroxyagarofuransTetrahedron, 1981
- Epoxycarbinyl solvolyses. The solvolytic reactions of syn- and/anti-9-oxabicyclo[6.1.0]non-2-yl p-bromobenzenesulfonatesThe Journal of Organic Chemistry, 1978
- Epoxycarbinyl solvolyses. Lack of significant participation by epoxide oxygen in the hydrolysis of acyclic secondary epoxycarbinyl substratesThe Journal of Organic Chemistry, 1978
- A dramatic change in the balance between SN2 and E2 pathways with formate and oxalate as nucleophileTetrahedron Letters, 1972
- 11,15-Epiprostaglandin E2 and its enantiomer. Biological activity and synthesisThe Journal of Organic Chemistry, 1972
- Improved procedure for oxidations with the chromium trioxide-pyridine complexThe Journal of Organic Chemistry, 1970
- Carveol and Carveol AcetateJournal of the American Chemical Society, 1953