An approach toward the total synthesis of cyclotheonamides; preparation of a C(1) to N(14) segment

Article abstract of DOI:10.1016/S0040-4039(00)74237-7

The C(1) to N(14) segment of the potent thrombin inhibitor cyclotheonamide A was prepared from L-arginine, L-proline, and L-asparagine. The arginine backbone was extended via a cyanohydrin, and the usual diaminopropanoic acid residue was obtained from hypervalent iodine oxidation of the asparagine side chain.