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Merck

Total synthesis of antillatoxin.

Chemical communications (Cambridge, England) (2006-10-13)
Kiew-Ching Lee, Teck-Peng Loh
ABSTRACT

The total synthesis of natural (4R,5R)-antillatoxin and its analog (4S,5S)-antillatoxin has been achieved; the optically pure key intermediates were prepared from indium mediated allylation of either primary or secondary allylic bromide with aldehyde in aquoues media, followed by highly selective Luche's reduction and chiral resolution.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Allyl bromide, reagent grade, 97%, contains ≤1000 ppm propylene oxide as stabilizer