1. Redox deracemization of 1,3,4,9-tetrahydropyrano[3,4-b]indoles.
- Author
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Lu, Ran, Li, Yangshan, Zhao, Jiaqi, Li, Jing, Wang, Shuguang, and Liu, Lei
- Subjects
- *
DERACEMIZATION , *OXIDATION-reduction reaction , *INDOLE compounds - 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]
- Published
- 2018
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