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Inner–outer ring 1,3-bis(trimethylsilyloxy)-1,3-dienes as useful intermediates in the synthesis of helicenes

✍ Scribed by Ma̱ del Mar Real; José Pérez Sestelo; Luis A. Sarandeses

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 110 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02246-3

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✦ Synopsis

Functionalized benzo[c]

phenanthrenes ([4]helicenes) and [5]helicenes were synthesised in five steps from tetrahydronaphthalenone and tetrahydrophenanthrenone compounds using a novel synthetic approach based on a Diels-Alder reaction between inner-outer ring 1,3-bis(trimethylsilyloxy)-1,3-dienes and benzyne or quinones.

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