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Pinacol rearrangement for constructing asymmetric centers adjacent to heterocycles

✍ Scribed by Tomoichi Shinohara; Keisuke Suzuki

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 189 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)01626-x

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✦ Synopsis

Stereospecific pinacol-type 1,2-shift of electron-rich heterocycles was achieved under organoaluminum-promoted conditions to afford optically pure ketones or alcohols possessing these heterocycles. The method was applied to the asymmetric formal total synthesis of indolmycin.

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