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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
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
Organic and biomolecular chemistry
Volume:
4
Issue:
9
Pages:
1698-1706
Publication date:
2006-05-05
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
URN:
uuid:0bdbe900-2d72-46ce-9290-f9f2f3bcfb69
Source identifiers:
52069
Local pid:
pubs:52069

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