Novel synthesis of a chiral cyclic dienediyne system related to the neocarzinostatin chromophore
Abstract
By successive treatment with lithium bistrimethylsilylamide and boron trifluoride–diethyl ether in tetrahydrofuran at –78°C optically active (Z)-dienediyne epoxide 20 prepared from D-xylose and (Z)-enol triflate 16 is found to undergo smooth cyclization to afford the title compound.