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A highly enantioselective total synthesis of (+)-goniodiol.

Abstract:
A high-yielding enantioselective total synthesis of the bioactive styryllactone (+)-goniodiol has been realised, starting from readily available (S)-glycidol. A key step is an oxygen-to-carbon rearrangement of a silyl enol ether linked via an anomeric centre, facilitating the rapid and diastereoselective construction of this functionalised system.
Publication status:
Published

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Publisher copy:
10.1039/b602805e

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
Organic and biomolecular chemistry
Volume:
4
Issue:
9
Pages:
1698-1706
Publication date:
2006-05-01
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
Source identifiers:
52069
Language:
English
Keywords:
Pubs id:
pubs:52069
UUID:
uuid:0bdbe900-2d72-46ce-9290-f9f2f3bcfb69
Local pid:
pubs:52069
Deposit date:
2012-12-19

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