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Improved Synthesis of the A–E Ring Segment of Ciguatoxin CTX3C by Using Intramolecular Allylations

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An improved synthesis of the A–E ring segment of ciguatoxin CTX3C is described. The E ring segment was synthesized by the intramolecular reaction of allylic stannane and aldehyde with high… Click to show full abstract

An improved synthesis of the A–E ring segment of ciguatoxin CTX3C is described. The E ring segment was synthesized by the intramolecular reaction of allylic stannane and aldehyde with high stereoselectivity. Construction of the A–E ring framework was performed by using the intramolecular allylation of α-acetoxy ether followed by ring-closing metathesis.

Keywords: improved synthesis; ring segment; segment; synthesis ring; ciguatoxin ctx3c; segment ciguatoxin

Journal Title: Bulletin of the Chemical Society of Japan
Year Published: 2017

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