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Stereocontrolled Synthesis of an Indole Moiety of Sespendole and Stereochemical Assignment of the Side Chain

โœ Scribed by Adachi, Masaatsu; Higuchi, Keiko; Thasana, Nopporn; Yamada, Hitomi; Nishikawa, Toshio

Book ID
126436932
Publisher
American Chemical Society
Year
2011
Tongue
English
Weight
940 KB
Volume
14
Category
Article
ISSN
1523-7060

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โœ J.R. Schauder; A. Krief ๐Ÿ“‚ Article ๐Ÿ“… 1982 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 255 KB

This epoxide was obtained stereoselectively (> 95% ) on reaction of corresponding C-2O,C-22 olefin with osmium tetroxide (1.2 eq., 10ยฐ,1hr,85X yield) followed by basic cyclisation of the resulting C-2O,C-22 diol via its C-22 monomesylate (74% overall yield).