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Rhodium-Catalyzed Rearrangement of Aryl Bis(alkynyl) Carbinols to 3-Alkynyl-1-indanones

✍ Scribed by Ryo Shintani; Keishi Takatsu; Taisuke Katoh; Takahiro Nishimura; Tamio Hayashi

Publisher: John Wiley and Sons
Year: 2008
Tongue: English
Weight: 277 KB
Volume: 120
Category: Article
ISSN: 0044-8249
DOI: 10.1002/ange.200704818

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✦ Synopsis

A transition-metal-catalyzed isomerization or rearrangement can provide an efficient way to convert readily accessible organic compounds into those with more structural complexity under mild conditions. [1] For example, rhodium-catalyzed isomerization of secondary propargyl alcohols to the corresponding a,b-unsaturated ketones was described, [2] and a reaction pathway involving b-hydrogen elimination of an alkoxorhodium species with subsequent hydrorhodation of an alkyne was proposed (Scheme 1 a).

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