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A Cross-Metathesis-Conjugate addition route to enantiopure gamma-Butyrolactams and gamma-Lactones from a C-2-Symmetric Precursor

  • A protected derivative of (3R, 4R)-hexa-1,5-diene-3,4-diol, a conveniently accessible C-2-symmetric building block, undergoes single or double cross metathesis with methyl acryl-ate. The cross metathesis products are amenable to stereoselective conjugate addition reactions and can be converted into either gamma-butyrolactones or gamma-lactams.

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Author details:Bernd SchmidtORCiDGND, Lucia Staude, Alexandra Kelling, Uwe SchildeORCiDGND
DOI:https://doi.org/10.1002/ejoc.201001528
ISSN:1434-193X
Title of parent work (English):European journal of organic chemistry
Publisher:Wiley-Blackwell
Place of publishing:Malden
Publication type:Article
Language:English
Year of first publication:2011
Publication year:2011
Release date:2017/03/26
Tag:Desymmetrization; Lactams; Lactones; Metathesis; Oxygen heterocycles
Issue:9
Number of pages:7
First page:1721
Last Page:1727
Funding institution:Deutsche Forschungsgemeinschaft (DFG) [1095/3-4]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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