Tetrahedron

Synthesis and stereochemical resolution of functional [5] pericyclynes

…, M Soleilhavoup, F Hussain, B Donnadieu, R Chauvin

Index: Maurette, Luc; Tedeschi, Christine; Sermot, Emmanuelle; Soleilhavoup, Michle; Hussain, Fatima; Donnadieu, Bruno; Chauvin, Remi Tetrahedron, 2004 , vol. 60, # 44 p. 10077 - 10098

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Citation Number: 27

Abstract

Three different kinds of ring carbo-mers of [5] cyclitol ethers were targeted as challenging examples of functional [5] pericyclynes. Three tertiary pentaaryl-carbo-[5] cyclitol methyl ethers were synthesized through a [11+ 4] ring-closing double addition of triphenyl-and tri-p- anisyl-undecatetrayn-diides to dibenzoylacetylene. These compounds, obtained as oily mixtures of stereoisomers, are stable and can behave as acetylenic ligands of one or two ...