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Beilstein Journal of Organic Chemistry
Article . 2016 . Peer-reviewed
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Beilstein Journal of Organic Chemistry
Article
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Selective bromochlorination of a homoallylic alcohol for the total synthesis of (−)-anverene

Authors: Frederick J. Seidl; Noah Z. Burns;

Selective bromochlorination of a homoallylic alcohol for the total synthesis of (−)-anverene

Abstract

The scope of a recently reported method for the catalytic enantioselective bromochlorination of allylic alcohols is expanded to include a specific homoallylic alcohol. Critical factors for optimization of this reaction are highlighted. The utility of the product bromochloride is demonstrated by the first total synthesis of an antibacterial polyhalogenated monoterpene, (−)-anverene.

Keywords

enantioselective catalysis, QD241-441, halogenation, natural products, Science, Q, Organic chemistry, total synthesis, Full Research Paper

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    18
    popularity
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    Top 10%
    influence
    This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
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    impulse
    This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
18
Top 10%
Average
Top 10%
Green
Published in a Diamond OA journal