The natural fragrances (+)-trans whisky lactone 2 and (+)-trans cognac lactone 4, together with a minor amount of their ()-cis stereoisomers, were prepared in 50% and 42% overall yield, respectively, starting from racemic 1-hepten-3-ol (±)-5 and 1-octen-3-ol(±)-6. The procedure involved first the enantioconvergent, lipase mediated transformation of the secondary allylic alcohols deriveddichloroacetates (±)-7 and (±)-8 into the corresponding homochiral (+)-7 and (+)-8, combined with their cyclization under a transitionmetal catalyzed atom transfer process.

Atom Tranfer Radical Cyclization (ATRC) applied to a chemo-enzymatic synthesis of Quercus Lactones / Felluga, F; Forzato, C; Ghelfi, Franco; Nitti, P; Pitacco, G; Pagnoni, Ugo Maria; Roncaglia, Fabrizio. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 18(2007), pp. 527-536.

I documenti presenti in Iris Unimore sono rilasciati con licenza Creative Commons Attribuzione - Non commerciale - Non opere derivate 3.0 Italia, salvo diversa indicazione.
In caso di violazione di copyright, contattare Supporto Iris

Powered by IRIS-about IRIS-Utilizzo dei cookie

 Copyright © 2021