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Regioselectivity in the Pauson–Khand reaction of allenic hydrocarbons

✍ Scribed by Frédéric Antras; Mohammed Ahmar; Bernard Cazes

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
126 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

The regioselectivity of the cobalt-mediated cocyclisation of alkynes with allenic hydrocarbons leading to 4-and 5-alkylidenecyclopentenones was shown to depend on the substitution pattern of both the acetylenic and allenic components. An initial pseudoaxial coordination of the allenic hydrocarbon may account for the formation of the 5-alkylidenecyclopentenone from acetylene.

📜 SIMILAR VOLUMES

Pauson–Khand Reaction of Allenic Hydroca
Pauson–Khand Reaction of Allenic Hydrocarbons: Synthesis of 4-Alkylidenecyclopentenones
✍ Frédéric Antras; Stéphane Laurent; Mohammed Ahmar; Henry Chermette; Bernard Caze 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 895 KB

## Abstract The carbonyldicobalt‐mediated alkyne/allene/CO cocyclization gives 4‐alkylidenecyclopentenones as the major [2+2+1] cycloadducts. The regio‐ and stereoselectivities depend mainly on the substitution pattern of both the alkyne and the allenic moieties, which can be rationalized using the