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Core-structure-inspired asymmetric addition reactions: enantioselective synthesis of dihydrobenzoxazinone- and dihydroquinazolinone-based anti-HIV agents.
- Source :
-
Chemical Society Reviews . 11/7/2015, Vol. 44 Issue 21, p7439-7448. 10p. - Publication Year :
- 2015
-
Abstract
- Dihydrobenzoxazinones and dihydroquinazolinones are the core units present in many anti-HIV agents, such as Efavirenz, DPC 961, DPC 963, and DPC 083. All these molecules contain a trifluoromethyl moiety at the quaternary stereogenic carbon center with S configuration. The enantioselective addition of carbon nucleophiles to ketones or cyclic ketimines could serve as a key step to access these molecules. This tutorial review provides an overview of significant advances in the synthesis of dihydrobenzoxazinone- and dihydroquinazolinone-based anti-HIV agents and relative analogues, with an emphasis on asymmetric addition reactions for the establishment of the CF3-containing quaternary carbon centers. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 03060012
- Volume :
- 44
- Issue :
- 21
- Database :
- Academic Search Index
- Journal :
- Chemical Society Reviews
- Publication Type :
- Academic Journal
- Accession number :
- 110433634
- Full Text :
- https://doi.org/10.1039/c5cs00342c