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Synthesis of functionalized 3-isochromanones via metal-free intramolecular alkoxylation-initiated cascade cyclization.
- Source :
-
Green Chemistry . 6/7/2019, Vol. 21 Issue 11, p3023-3028. 6p. - Publication Year :
- 2019
-
Abstract
- A metal-free intramolecular alkoxylation-initiated cascade cyclization of allyl ether-tethered ynamides has been developed. Various highly functionalized 3-isochromanones can be obtained in generally good to excellent yields under mild reaction conditions. Moreover, this asymmetric cyclization has also been realized via a stereocontrolled [3,3] rearrangement by employing a traceless chiral directing group. In addition, an unexpected [1,3] O-to-C rearrangement is observed in the case of the ynamide substrate bearing a phenyl-substituted alkene, which is distinctively different from the related gold catalysis. [ABSTRACT FROM AUTHOR]
- Subjects :
- *YNAMIDES
*CATALYSIS
*GOLD
Subjects
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 21
- Issue :
- 11
- Database :
- Academic Search Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 136816678
- Full Text :
- https://doi.org/10.1039/c9gc01030k