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Efficient formal synthesis of (±)-axamide-1 and (±)-axisonitrile-1 via an intramolecular Hosomi–Sakurai reaction

✍ Scribed by Kazunori Takahashi; Kentaro Takeda; Toshio Honda

Book ID
104097789
Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
492 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

A formal synthesis of (±)-axamide-1 and (±)-axisonitrile-1 was achieved by using an intramolecular Hosomi-Sakurai reaction of the allylsilane derivative, as a key step, in which (3-but-3-en-1-yl-3-methylcyclohex-1-en-1-yl)methylsilane was transformed to a bicyclic compound possessing a core carbon framework under the oxidative dihydroxylation reaction conditions, in one step.

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