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Communication | Regular issue | Vol 78, No. 3, 2009, pp.609-615
Published online, 30th October, 2008
DOI: 10.3987/COM-08-11555
Synthesis of Open-Chain C21-C40 Fragment of Azaspiracid-1

Masato Oikawa,* Taizo Iwayama, and Makoto Sasaki*

*Laboratory of Biostructural Chemistry, Graduate School of Life Sciences, Tohoku University, 1-1 Tsutsumidori-amamiya, Aoba-ku, Sendai 981-8555, Japan

Abstract

Here, we report a synthesis of a differentially protected, open-chain C21–C40 fragment of azaspiracid-1, corresponding to the lower half EFGHI-ring domain. The synthesis features modular coupling of three advanced intermediates, aiming for diverted analogue synthesis. A new method for construction of E-ring moiety amenable to the diverted synthesis is also reported.