Regio- and stereoselective incorporation of a13C nuclide into D-ribo-phytosphingosine via SmI2-mediated C-C formation with13C-labeled isocyanide

Article abstract of DOI:10.1246/cl.1996.185

Preparation of a ¹³C-labeled isocyanide and its application to the total synthesis of [2-¹³C]D-ribo-C₁₈-phytosphingosine are described. The synthesis of the labeled phytosphingosine is based on the use of the isocyanide as a ¹³CH-NH₂ precursor in the SmI₂-mediated three-component coupling reaction, wherein regio- and stereoselective incorporation of a ¹³C nuclide in the carbon skeleton is achieved.