17398-06-0Relevant articles and documents
Synthesis and absolute structure of (-)-umtatin
Yamaguchi, Seiji,Kobayashi, Masahide,Harada, Shin-Ichiro,Miyazawa, Masahiro,Hirai, Yoshiro
, p. 863 - 868 (2008)
A new preparation of 2-(hydroxymethyl)chromones was developed via the new regio-selective six-membered cyclization of 1-[o-(tert-butyldimethylsiloxy) phenyl]but-2-yn-1-ones by a three-step treatment with 1) diethylamine (activation of the γ-position), 2) KF-18-crown-6 (deprotection), and 3) silica-gel (cyclization). A naturally occurring chiral hydroxymethylfurochromone, (-)-umtatin, was synthesized starting from chiral (R)-(-)-2-isopropenyl-4,6-dimethoxy-2,3-dihydrobenzofuran, and the absolute structure was determined to R.