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Stereospecificity in the Au-catalysed cyclisation of monoallylic diols. Synthesis of (+)-isoaltholactone.

Abstract:
We describe a concise synthesis of (+)-isoaltholactone via a Au-catalysed cyclisation of a monoallylic diol to form the tetrahydrofuranyl ring. Analogous cyclisations show that the stereochemical outcome is dictated by the stereochemistry of the diol substrate.
Publication status:
Published

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Publisher copy:
10.1039/c1cc11805f

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
Chemical Communications
Volume:
47
Issue:
27
Pages:
7659-7661
Publication date:
2011-07-01
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
Source identifiers:
154684
Language:
English
Keywords:
Pubs id:
pubs:154684
UUID:
uuid:0478066f-287a-4632-a989-75dff4e66911
Local pid:
pubs:154684
Deposit date:
2012-12-19

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