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Redox deracemization of 1,3,4,9-tetrahydropyrano[3,4-b]indoles.
- Source :
-
Chemical Communications . 4/28/2018, Vol. 54 Issue 35, p4445-4448. 4p. - Publication Year :
- 2018
-
Abstract
- The existing asymmetric synthesis of enantiopure α-substituted cyclic ethers predominantly relies on the enantioselective C–C bond formation involving a prochiral oxocarbenium ion intermediate. In such a strategy, enantioselectivity and efficiency are typically susceptible to the electronic and substituent effects of either nucleophile or electrophile partners. Here, we describe a strategically different redox deracemization of α-substituted 1,3,4,9-tetrahydropyrano[3,4-b]indoles. This method exhibits good compatibility with the regional variation of the electronic or substituent effect of substrates, thus providing a practical and efficient supplement to the traditional strategy. [ABSTRACT FROM AUTHOR]
- Subjects :
- *DERACEMIZATION
*OXIDATION-reduction reaction
*INDOLE compounds
Subjects
Details
- Language :
- English
- ISSN :
- 13597345
- Volume :
- 54
- Issue :
- 35
- Database :
- Academic Search Index
- Journal :
- Chemical Communications
- Publication Type :
- Academic Journal
- Accession number :
- 129342587
- Full Text :
- https://doi.org/10.1039/c8cc01276h