Asymmetric Kita spirolactonisation catalysed by anti-dimethanoanthracene-based iodoarenes

Enantiopure C2-symmetric iodoarenes based on the rigid all-carbon anti-dimethanoanthracene framework are shown to catalyse the asymmetric oxidative Kita spirolactonisation of propanoic acid-tethered 1-naphthols with significant levels of asymmetric induction of up to 67% ee.

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2015-02, Vol.51 (12), p.2376-2379
Main Authors: Murray, Stephen J, Ibrahim, Hasim
Format: Article
Language:English
Subjects:
Anthracenes - chemistry
Catalysis
Lactones - chemical synthesis
Lactones - chemistry
Naphthols - chemistry
Propionates - chemistry
Spiro Compounds - chemistry
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Summary:Enantiopure C2-symmetric iodoarenes based on the rigid all-carbon anti-dimethanoanthracene framework are shown to catalyse the asymmetric oxidative Kita spirolactonisation of propanoic acid-tethered 1-naphthols with significant levels of asymmetric induction of up to 67% ee.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc09724f