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Cadmium Iodide-Mediated Allenylation of Terminal Alkynes With Ketones

Cadmium Iodide-Mediated Allenylation of Terminal Alkynes With Ketones

Xinjun Tang, Can Zhu, Tao Cao, Jingqiang Kuang, Weilong Lin, Shengjun Ni, Jiasheng Zhang, Shengming Ma

Nat Commun. 2013;4:2450.

PMID: 24042852

Abstract:

Allenes are important building blocks in organic synthesis and have attracted much attention from researchers worldwide. So far, mono- and 1,3-disubstituted allenes can be prepared easily by applying the allenylation of terminal alkynes reaction of aldehydes. However, trisubstituted allenes have never been reported using this reaction due to the extremely low reactivity of ketones. Here, we report the one-pot synthesis of trisubstituted allenes from terminal alkynes and ketones utilizing cadmium iodide as the mediator. With this protocol, a series of different allenes, including 1,5-bisallenes and optically active allenols, which are especially important in synthetic chemistry, have been successfully prepared.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP7790809	Cadmium iodide		7790-80-9	Price

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