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ChemInform Abstract: Synthesis of Spiro[2.6]nonadienones and Spiro[3.6]decadienones by the Reaction of Cyclopropyl- and Cyclobutylmagnesium Carbenoids with Lithium Phenolates and Naphtholates.

โœ Scribed by Tsuyoshi Satoh; Tsutomu Kimura; Yuki Sasaki; Shinobu Nagamoto

Book ID
115553251
Publisher
John Wiley and Sons
Year
2012
Weight
36 KB
Volume
43
Category
Article
ISSN
0931-7597

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A novel synthesis of spiro[2.6]nonadieno
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## a b s t r a c t The sulfoxide-magnesium exchange reaction of aryl 1-chlorocyclopropyl sulfoxides with i-PrMgCl in THF at low temperature gave magnesium cyclopropylidenes. Treatment of the magnesium cyclopropylidenes with lithium naphtholates or phenolates resulted in the formation of spiro[2.6]n

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## Abstract The cyclobutylmagnesium carbenoids react with carbanions, generated according to B) or C) from vinylsulfones, to give the title compounds as versatile synthetic intermediates.