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Vinyl-allenes as dienes in the Lewis acid-mediated hetero Diels–Alder reaction with aldehydes

✍ Scribed by David Regás; Marı́a M Afonso; Antonio Galindo; J.Antonio Palenzuela


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
115 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


The Lewis acid-mediated, hetero Diels±Alder reaction of a vinyl-allene system with aldehydes as heterodienophiles has been carried out. In the cases studied, only two cycloadducts have been obtained, which correspond to the endo (major compound) and exo (minor compound) approach of the aldehyde through the less hindered face of the dienic system.


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Four Lewis acidic silver phosphane complexes partnered with [1-closo-CB(11)H(12)](-) and [1-closo-CB(11)H(6)Br(6)](-) have been synthesised and studied by solution NMR and solid-state X-ray diffraction techniques. In the complex [Ag(PPh(3))(CB(11)H(12))] (1), the silver is coordinated with the carbo