A Concise and Efficient Novel Synthesis of Cleviolide

Abstract

Cleviolide 1 has been synthesized in 73 % overall yield by a short reaction sequence involving the preparation of 4-methyl-l-trimethylsilylpent-3-en-1-yne 7 from trimethylsilylethynylzinc chloride 6 and 1-bromo-2-methylpropene 5, the direct conversion of 7 into the corresponding 1-tributylstannyl derivative 8 and the Pd-catalysed reaction of this organotin derivative with 4-bromofuran-2(5H)-one 10.