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Article: The synthesis of a chiral hexaphenyl-18-crown-6 derivative

TitleThe synthesis of a chiral hexaphenyl-18-crown-6 derivative
Authors
Crosby, J.Stoddart, J. F.Sun, X.Venner, M. R.W.
Issue Date1993
Citation
Synthesis, 1993, n. 1, p. 141-145 How to Cite?
DOI: http://dx.doi.org/10.1055/s-1993-25818
AbstractThe stereospecific synthesis of (2R,3R,8R,9R,14R,15R)-2,3,8,9,14,15-hexaphenyl-1,4,7,10,13,16- hexaoxacyclooctadedecane [(R,R,R,R,R,R)-12] from (R,R)-hydrobenzoin [(R,R)-1] is reported. The ability of (R,R,R,R,R,R)-12 to act as a chiral solid-liquid phase-transfer catalyst in a asymmetric Michael addition is compared with the efficiencies of other chiral di- and tetra-substituted 18-crown-6 derivatives, both with respect to product conversions and chirality transfers from catalysts to products.
Persistent Identifierhttp://hdl.handle.net/10722/332362
ISSN
0039-7881
2023 Impact Factor: 2.2
2023 SCImago Journal Rankings: 0.582

 

DC FieldValueLanguage
dc.contributor.authorCrosby, J.-
dc.contributor.authorStoddart, J. F.-
dc.contributor.authorSun, X.-
dc.contributor.authorVenner, M. R.W.-
dc.date.accessioned2023-10-06T05:10:52Z-
dc.date.available2023-10-06T05:10:52Z-
dc.date.issued1993-
dc.identifier.citationSynthesis, 1993, n. 1, p. 141-145-
dc.identifier.issn0039-7881-
dc.identifier.urihttp://hdl.handle.net/10722/332362-
dc.description.abstractThe stereospecific synthesis of (2R,3R,8R,9R,14R,15R)-2,3,8,9,14,15-hexaphenyl-1,4,7,10,13,16- hexaoxacyclooctadedecane [(R,R,R,R,R,R)-12] from (R,R)-hydrobenzoin [(R,R)-1] is reported. The ability of (R,R,R,R,R,R)-12 to act as a chiral solid-liquid phase-transfer catalyst in a asymmetric Michael addition is compared with the efficiencies of other chiral di- and tetra-substituted 18-crown-6 derivatives, both with respect to product conversions and chirality transfers from catalysts to products.-
dc.languageeng-
dc.relation.ispartofSynthesis-
dc.titleThe synthesis of a chiral hexaphenyl-18-crown-6 derivative-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1055/s-1993-25818-
dc.identifier.scopuseid_2-s2.0-0027446179-
dc.identifier.issue1-
dc.identifier.spage141-
dc.identifier.epage145-

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