This study describes an organocatalytic kinetic resolution of racemic secondary nitroallylic alcohols (2) combined with simultaneous desymmetrization of prochiral cyclic anhydrides (1). The experimental results revealed that enantioselective alcoholysis of 3-substituted glutaric anhydrides afforded hemiesters (3) with high levels of enantioselectivities (up to 99% ee) in the presence of cinchonidine-derived thiourea catalyst (IV). The highly optical enrichment (up to 95% ee) of (S)-nitroallylic alcohols (2) was recovered.
|Number of pages||5|
|Journal||Journal of Organic Chemistry|
|Publication status||Published - 2014 Oct 3|
ASJC Scopus subject areas
- Organic Chemistry
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CCDC 1018847: Experimental Crystal Structure Determination
Gurubrahamam, R. (Creator), Chen, K. (Creator) & Cheng, Y. (Creator), Unknown Publisher, 2015
DOI: 10.5517/cc13661k, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc13661k&sid=DataCite