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Synlett 2001; 2001(Special Issue): 0952-0954
DOI: 10.1055/s-2001-14631
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Highly Stereocontrolled Synthesis of the ABCD Ring Fragment of Ciguatoxin CTX3C

Tohru Oishi* , Shin-ichiro Tanaka, Yoshihiro Ogasawara, Kenji Maeda, Hiroki Oguri, Masahiro Hirama
  • *Department of Chemistry, Graduate School of Science, Tohoku University, and CREST, Japan Science and Technology Corporation (JST), Sendai 980-8578, Japan; Fax + 81 22 2 17 65 66; E-mail: hirama@ykbsc.chem.tohoku.ac.jp
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Publication Date:
31 December 2001 (online)

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A combination of asymmetric alkylation using (1R,2S)-1-amino-2-indanol derivative as a chiral auxiliary and the ring-closing metathesis reaction was shown to be an efficient method for synthesizing the ABCD ring fragment of ciguatoxin CTX3C.

ciguatoxin CTX3C - polycyclic ether - asymmetric alkylation - ring-closing methathesis - multiple asymmetric induction