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Enantioselective Synthesis of (+)-Coerulescine by a Phase-Transfer Catalytic Allylation of Diphenylmethyl tert-Butyl α-(2-Nitrophenyl)Malonate : Enantioselective Synthesis of (+)-Coerulescine by a Phase-Transfer Catalytic Allylation of Diphenylmethyl tert-Butyl alpha-(2-Nitrophenyl)Malonate
Cited 4 time in
Web of Science
Cited 5 time in Scopus
- Authors
- Issue Date
- 2020-11-12
- Publisher
- Frontiers Media S.A.
- Citation
- Frontiers in Chemistry, Vol.8, p. 577371
- Abstract
- A 7-step enantioselective synthetic method for preparing (S)(+)-coerulescine is reported through the use of diphenylmethyl tert-butyl alpha-(2-nitrophenyl)malonate (16% overall yield, >99% ee). Allylation is the key step under phase-transfer catalytic conditions (86% ee). This synthetic method can be used as a practical route for the synthesis of various derivatives of (S)(+)-coerulescine for analyzing its structure-activity relationships against its biological activities.
- ISSN
- 2296-2646
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