Diastereoselection in the LiA1H4 reduction of severely hindered β-diketones examples of -curtin-hammett preequilibrium conditions
Autor: | Antonio C. Siani, Jorge Marquet, M. E. Lloris, Nicanor Gálvez, Marcial Moreno-Mañas |
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Rok vydání: | 1992 |
Předmět: | |
Zdroj: | Tetrahedron. 48:3603-3610 |
ISSN: | 0040-4020 |
DOI: | 10.1016/s0040-4020(01)88498-2 |
Popis: | LiA1H4 Reduction of α-adamantyl(and tert-butyl)-β-diketones occur under anti-Curtin-Hammett preequilibrium conditions, each preferred conformer leading to a different stereoisomeric diol, whereas reduction of 3-adamantyl-3-methyl(and ethyl)pentane-2-,4-dione occurs with high diastereoselectivity to afford only the (2R,3r,4S) meso diol. |
Databáze: | OpenAIRE |
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