Synthetic studies on the compounds related to neocarzinostatin chromophore. 3. Novel synthesis of a chiral cyclic dienediyne system

Article abstract of DOI:10.1016/S0040-4020(01)80546-9

Novel synthesis of the chiral 10-membered dienediynes (2 and 3) related to neocarzinostatin chromophore was accomplished by utilizing cyclization of an epoxy acetylene as a key step. The epoxy acetylene was prepared from the (Z)-dienediyne diol which could be obtained by coupling reaction of the (Z)-enol triflates (5) with the optically active acetylene diol (25) derived from D-xylose.