دورية أكاديمية

A radical mediated approach to the stereoselective formal total synthesis of (+)-Sch 642305

التفاصيل البيبلوغرافية
العنوان: A radical mediated approach to the stereoselective formal total synthesis of (+)-Sch 642305
المؤلفون: Chakraborty, Tushar Kanti1 chakraborty@cdri.res.in, Samanta, Rajarshi2, Kumar, Pulukuri Kiran2
المصدر: Tetrahedron. Aug2009, Vol. 65 Issue 34, p6925-6931. 7p.
مصطلحات موضوعية: *ORGANIC synthesis, *RADICALS (Chemistry), *STEREOCHEMISTRY, *CHIRALITY, *INTERMEDIATES (Chemistry), *FURANS, *CHEMICAL bonds
مستخلص: Abstract: A formal total synthesis of (+)-Sch-642305 is described. The synthesis, which commenced from a simple chiral synthon (5S)-5-(hydroxymethyl)dihydrofuran-2(3H)-one, employed, as a key step, a radical mediated opening of a chiral epoxy alcohol intermediate with Cp2Ti(III)Cl following an efficient method developed by us earlier. The resultant intermediate radical was intramolecularly trapped by the electron deficient double bond present in the molecule to give rise to its highly functionalized six-membered carbocyclic ring in stereoselective manner. [Copyright &y& Elsevier]
قاعدة البيانات: Academic Search Index
الوصف
تدمد:00404020
DOI:10.1016/j.tet.2009.06.059