ChemInform Abstract: Transition Metal Catalyzed Cycloisomerizations of 1,n-Allenynes and -Allenenes

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作者：

C Aubert，L Fensterbank，P Garcia，M Malacria，A Simonneau

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摘要：

Advances on the transition metal catalyzed cycloisomerizations of 1,n-allenynes and 1,n-allenenes are summarized. Malacria reported the first transition metal-mediated isomerization of allenynes and Brummond proposed the formation of a rhodacyclopentene intermediate, which after β-H and reductive elimination gives the cross-conjugated triene. Hydroxylated 1,5 allenynes were explored by Malacria and Fensterbank in the context of gold and platinum catalysis. In 2008, Akita reported the gold(III)-catalyzed cycloisomerizations of 1-allenyl-1-ethynyl acetates into 4-methylene-2- cyclopentenones. Mascarenas reported the platinum and NHC-gold complexes catalyzed reaction of allenediene to give diastereoselectively 1,4-cycloheptadiene derivatives. The groups of Toste and Iwasawa independently reported respectively the gold- and platinum-catalyzed cyclization of vinylallenes.

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关键词：

organic chemistry, review ring closure reactions

DOI：

10.1021/cr100376w

被引量：

445

年份：

2011