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.
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 |