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
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