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Copper-catalyzed asymmetric conjugate addition of alkylzirconium reagents to cyclic enones to form quaternary centers.

Abstract:

This protocol describes the catalytic asymmetric formation of all-carbon quaternary centers--a distinctive feature of many natural products and pharmaceuticals--via conjugate addition of alkylzirconium reagents to a tertiary enone. This methodology uses alkenes as starting materials and enables the incorporation of functional groups. The alkylzirconium reagent is generated in situ by mixing the alkene with the Schwartz reagent. The alkylzirconium is added to a solution containing a copper-lig...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1038/nprot.2013.169

Authors


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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Maksymowicz, RM More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Publisher:
Nature Publishing Group Publisher's website
Journal:
Nature protocols Journal website
Volume:
9
Issue:
1
Pages:
104-111
Publication date:
2014
DOI:
EISSN:
1750-2799
ISSN:
1754-2189
URN:
uuid:b50d03ca-be6c-4e30-87e2-dc7b776858d9
Source identifiers:
444270
Local pid:
pubs:444270

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