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Asymmetric Allylic Etherification of Vinylethylene Carbonates with Diols via Pd/B Cooperative Catalysis: A Route to Chiral Hemi-Crown Ethers
- Source :
- Organic Letters. 21:9457-9462
- Publication Year :
- 2019
- Publisher :
- American Chemical Society (ACS), 2019.
-
Abstract
- Pd-catalyzed regio- and enantioselective allylic etherification of vinylethylene carbonates (VECs) with diols has been developed. By using cooperative catalysts of the chiral palladium complex and triethylborane in mild conditions, the process gave monoetherified and bisetherified polyglycol derivatives with tetrasubstituted stereocenters in high yields with complete regioselectivities and high levels of enantio- and diastereoselectivities.
- Subjects :
- Allylic rearrangement
010405 organic chemistry
Chemistry
Organic Chemistry
Triethylborane
Enantioselective synthesis
chemistry.chemical_element
010402 general chemistry
01 natural sciences
Biochemistry
0104 chemical sciences
Stereocenter
Catalysis
chemistry.chemical_compound
Organic chemistry
Physical and Theoretical Chemistry
Palladium
Subjects
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 21
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi.dedup.....e8f4f00d99cc3cbe2d6ecb443193d3a4
- Full Text :
- https://doi.org/10.1021/acs.orglett.9b03663