Synthesis and resolution of 1-(α-pyrrolidinylbenzyl)-2-naphthol and its application in the resolution of 2,2 < sup > ′ < /sup > -dihydroxy-1,1 < sup > ′ < /sup > -binaphthyl

dc.contributor.author Periasamy, Mariappan
dc.contributor.author Reddy, Meda Narsi
dc.contributor.author Anwar, Shaik
dc.date.accessioned 2022-03-27T09:09:01Z
dc.date.available 2022-03-27T09:09:01Z
dc.date.issued 2004-06-07
dc.description.abstract 1-(α-Pyrrolidinylbenzyl)-2-naphthol 2 is easily prepared in 95% yield using benzaldehyde, 2-naphthol and pyrrolidine in ethanol at 78°C. It is resolved using inexpensive L-(+)-tartaric acid to obtain non-racemic samples that can be readily purified to enantiomeric purity through preparation of hydrogen bonded aggregates. The homochiral 1-(α-pyrrolidinylbenzyl)-2- naphthol 2 is useful in the resolution of racemic 2,2′- dihydroxy-1,1′-binaphthyl (BINOL) 3 via preparation of the corresponding diastereomeric borate complexes using B(OH)3. © 2004 Elsevier Ltd. All rights reserved.
dc.identifier.citation Tetrahedron Asymmetry. v.15(11)
dc.identifier.issn 09574166
dc.identifier.uri 10.1016/j.tetasy.2004.04.030
dc.identifier.uri https://www.sciencedirect.com/science/article/abs/pii/S095741660400312X
dc.identifier.uri https://dspace.uohyd.ac.in/handle/1/12495
dc.title Synthesis and resolution of 1-(α-pyrrolidinylbenzyl)-2-naphthol and its application in the resolution of 2,2 < sup > ′ < /sup > -dihydroxy-1,1 < sup > ′ < /sup > -binaphthyl
dc.type Journal. Article
dspace.entity.type
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