6533b7d8fe1ef96bd126a167
RESEARCH PRODUCT
Silicon-guided rearrangement of 10-methyl-4,5-epoxydecalins. Methyl versus methylene migration
Begoña GarcíaGonzalo BlayAna M. ColladoJosé R. PedroLuz Cardonasubject
chemistry.chemical_compoundTrimethylsilylchemistrySiliconGroup (periodic table)StereochemistryOrganic ChemistryDrug Discoverychemistry.chemical_elementMethyleneRing (chemistry)BiochemistryMedicinal chemistrydescription
The Lewis acid-promoted rearrangement of two 10-methyl-4,5-epoxydecalins bearing a trimethylsilyl (TMS) group on C-1 or C-9 has been studied. Migration of the C-9 methylene group to C-5 is the major reaction pathway when the TMS and the oxirane groups are on the same ring while methyl migration results exclusively when they are on different rings.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2003-10-01 | Tetrahedron Letters |