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Journal article

Asymmetric conjugate additions of alkylzirconocenes to cyclopent-4-ene-1,3-dione monoacetals.

Abstract:
Copper-catalyzed asymmetric conjugate additions are powerful reactions that allow the formation of single-enantiomer building blocks in a few steps. However, highly enantioselective conjugate addition to five-membered-ring substrates is more challenging and is often neglected. Here, we report catalytic asymmetric 1,4-addition of alkylzirconocenes, formed in situ from readily available alkenes, to cyclopent-4-ene-1,3-dione monoacetals. Good to high enantioselectivities are observed and the procedure tolerates various functional groups.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1055/s-0034-1379928

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Research group:
Prof. Stephen Fletcher Group
Oxford college:
Lincoln College
Role:
Author
More by this author
Institution:
University of Oxford
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
Keble College
Role:
Principal Investigator (PI), Author
More from this funder
Name:
Engineering and Physical Sciences Research Council
Funding agency for:
Rideau, E
Grant:
EP/H003711/1
Journal:
Synthesis More from this journal
Volume:
47
Issue:
15
Pages:
2217-2222
Publication date:
2015-01-01
DOI:
ISSN:
0039-7881
Language:
English
Keywords:
Subjects:
UUID:
uuid:fd36f602-69e3-4814-bbdf-5e7e4208bcbb
Local pid:
ora:12238
Deposit date:
2015-09-14

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