1173008-83-7Relevant academic research and scientific papers
Stereoselective functionalization of dihydropyran-3-ols: Application to the synthesis of enantiopure ethyl deoxymonate B
De La Pradilla, Roberto Fernandez,Lwoff, Nadia,Viso, Alma
supporting information; experimental part, p. 2312 - 2322 (2009/08/17)
The behavior of readily available enantiopure cis and trans 3,6-disubstituted dihydropyran-3-ols and derivatives in epoxidation, osmium-catalyzed dihydroxylations, SN2 and Claisen-related processes has been examined. The highly diastereoselective dihydroxylation of a suitably functionalized cis 3,6-disubstituted dihydropyran-3-ol has been used in the synthesis of ethyl deoxymonate B from a 3-sulfinyl- dihydropyran intermediate.
Synthesis of enantiopure ethyl deoxymonate B from allylic sulfinyl dihydropyrans
Fernández de la Pradilla, Roberto,Lwoff, Nadia
, p. 4167 - 4169 (2008/09/20)
A completely stereoselective dihydroxylation of a dihydropyranol and a cross-metathesis in the presence of a free homoallylic hydroxyl group are the key steps of a synthesis of enantiopure ethyl deoxymonate B from a sulfinyl dienol.
