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Communication | Special issue | Vol 86, No. 2, 2012, pp.997-1001
Published online, 27th September, 2012
DOI: 10.3987/COM-12-S(N)117
Synthesis of the E Ring Segment of Ciguatoxin CTX3C via the Negishi Coupling of Cyclic Ketene Acetal Triflate

Kengo Shiroma, Hiroyoshi Takamura, and Isao Kadota*

*Graduate School of Natural Sciences and Technology, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan

Abstract

Stereocontrolled synthesis of the E ring segment of ciguatoxin CTX3C was performed via the Negishi coupling of cyclic ketene acetal triflates. Transformation of 8-membered lactones to the corresponding ketene acetal triflates was found to be affected by the protective groups of the substrates.