Abstract

Synthesis of a 6/6/6 tricyclic ether system ( 3) corresponding to the ABC ring fragment of yessotoxin ( 1) has been achieved via coupling of a triflate and a 2-lithiofuran followed by intramolecular hetero-Michael addition. The IJ ring fragment ( 4) of 1 was readily synthesized via successive Sharpless epoxidation and 6- endo cyclization of the resulting vinyl epoxide.

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