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Synthetic study of ciguatoxin. Absolute configuration of the C2 hydroxy group

✍ Scribed by Hiroki Oguri; Shojiro Hishiyama; Ohki Sato; Tohru Oishi; Masahiro Hirama; Michio Murata; Takeshi Yasumoto; Nobuyuki Harada

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 980 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(97)00071-9

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✦ Synopsis

The absolute stereochemistry of the secondary alcohol of the 1,2-dihydroxybutenyl substituent of ciguatoxin (1) was shown to be S by comparing the split CD curve of ciguatoxin tetra-p-bromobenzoate (2) with those of di-and tri-p-bromobenzoates of AB ring fragments that were synthesized enantioselectively.

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