Methanesulfenyl Triflate Promoted Iminosulfenylation of an Allylic Trichloroacetimidate. An Efficient and Stereospecific Total Synthesis of (+) Mannostatin A.

Article abstract of DOI:10.1016/S0040-4039(00)77043-2

The stereospecific synthesis of glycoprotein processing enzyme inhibitor (+) mannostatin A 1 was achieved in ten steps from D-ribonolactone 9 (ca. 39percent overall yield).The strategy featured methanesulfenyl triflate mediated intramolecular cyclization of allylic N-sulfenylimidate 12.