120810-81-3Relevant academic research and scientific papers
Total synthesis of zincophorin and its methyl ester
Defosseux, Magali,Blanchard, Nicolas,Meyer, Christophe,Cossy, Janine
, p. 4626 - 4647 (2007/10/03)
A total synthesis of the naturally occurring ionophore zincophorin has been realized. The route features an intramolecular oxymercuration of a cyclopropanemethanol and a Carroll-Claisen rearrangement for the respective elaboration of the C1-C12 and C13-C25 subunits, which have been assembled by using a highly diastereoselective titanium-mediated aldol condensation.
Total Synthesis of Zincophorin Methyl Ester
Defosseux, Magali,Blanchard, Nicolas,Meyer, Christophe,Cossy, Janine
, p. 4037 - 4040 (2007/10/03)
(Equation presented) A convergent total synthesis of the methyl ester of zincophorin, an ionophore antibiotic, has been realized relying on a diastereoselective titanium-mediated aldol coupling between the C1-C12 and C13-C25 subunits. The latter fragment
Photo-induced intermolecular radical β-addition to chiral α- (arylsulfinyl) enones
Mase, Nobuyuki
, p. 2957 - 2965 (2007/10/03)
The reactions of α-(arylsulfinyl) enones with alkyl radicals having a hydroxy or acetal group were examined under photo-irradiation in the presence of benzophenone. High diastereoselectivity was observed in the photo-induced radical reaction of 2-(arylsulfinyl)-2-cyclopentenones having a bulky aryl group, such as the 2,4,6-triisopropylphenyl or 2,4, 6-trimethylphenyl group. The photo-induced reaction of 3-[(2,4,6-triisopropylphenyl)sulfinyl]-3- pentene-2-one in 1,3-dioxolane also gave a single diastereomer of the 1,3- dioxolan-2-yl adduct.
ALLYLIC STEREOCENTER DIRECTED ASYMMETRIC CONJUGATE ADDITION OF CUPRATES IN THE PRESENCE OF TRIMETHYLCHLOROSILANE. ENANTIOSELECTIVE SYNTHESIS OF 2-ALKYL-4-BENZYLOXYBUTANAL AND 2-ALKYL-4-OXOPENTANAL.
Cardani, Silvia,Poli, Giovanni,Scolastico, Carlo,Villa, Roberto
, p. 5929 - 5938 (2007/10/02)
Cuprate reagents in the presence of trimethylchlorosilane add with excellent Π-face selectivity and yield to α,β-unsaturated ketone and aldehyde bearing in γ-position a masked aldehyde represented by the C-2 of a norephedrine-derived oxazolidine.The title
