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Enantioselective Synthesis of Spiroketals and Spiroaminals via Gold and Iridium Sequential Catalysis.
- Source :
-
Angewandte Chemie . 6/27/2022, Vol. 134 Issue 26, p1-6. 6p. - Publication Year :
- 2022
-
Abstract
- The enantioselective cascade reaction between racemic 2‐(1‐hydroxyallyl)phenols and alkynols/alkynamides was realized by using a gold and iridium sequential catalytic system. In this procedure, the in situ generated exocyclic vinyl ethers or enamides undergo the asymmetric allylation/spiroketalization with π‐ally‐Ir amphiphilic species, which provides an efficient and straightforward access to spiroketals and spiroaminals with excellent enantioselectivities. Moreover, racemic 2‐(1‐hydroxyallyl)anilines were also suitable in this reaction along with a kinetic resolution process, affording enantioenriched spiroaminals and 2‐(1‐hydroxyallyl)anilines in good yields. The synthetic utility of this method has been demonstrated by efficient enantioselective synthesis of the analogue of Paecilospirone. [ABSTRACT FROM AUTHOR]
- Subjects :
- *SPIROKETALS
*IRIDIUM
*VINYL ethers
*KINETIC resolution
*CATALYSIS
Subjects
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 134
- Issue :
- 26
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 157549920
- Full Text :
- https://doi.org/10.1002/ange.202203661