A Spirodiepoxide-Based Strategy to the A-B Ring System of Pectenotoxin 4
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A synthesis of a pectenotoxin 4 C1-C15 segment is reported. Suitable C1-C7 and C8-C15 segments were prepared, coupled, converted toI and the C3-hydroxy variant, and then cyclized. Key findings include the stereoselective conversion of the allene to the correspondingspirodiepoxide, oxidative cleavage of the p-methoxybenzyl ether, and cyclization of the spirodiepoxide to spiroketal II.

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