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Substituent Effect on the Asymmetric Induction with (1R,2S,5R)-and (1S,2R,5S)-menthol Auxiliaries

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dc.contributor.author MUSTAFA ER
dc.contributor.author NECDFT COSKUN
dc.date.accessioned 2023-10-31T04:24:25Z
dc.date.available 2023-10-31T04:24:25Z
dc.date.issued 2010-04-13
dc.identifier.citation Er, M. (2010). Substituent Effect on the Asymmetric Induction with (1R, 2S, 5R)-and (1S, 2R, 5S)-menthol Auxiliaries. en_US
dc.identifier.issn 0253-5106
dc.identifier.uri http://142.54.178.187:9060/xmlui/handle/123456789/19889
dc.description.abstract Substituted benzaldehydes reacts in cis-diastereoselective manner with menthyl haloacetates in the presence of phase transfer catalyst and a base in THF at room temperature to give the corresponding 3-aryloxirane-2-carboxylates (2/3a-h) in moderate to high yields. The magnitude of asymmetric induction in the latter reaction was quantified by a Hammett type equation log(2/3)X = rsI + log(2/3)X=H. The stereochemistry of compounds 2 and 3 was elucidated by correlation with (4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid (+)-8 as well as its enantiomer (-)-8. en_US
dc.description.sponsorship The chemical society of Pakistan is an approved society from the PSF. en_US
dc.language.iso en en_US
dc.publisher HEJ Research Institute of Chemistry, University of Karachi, Karachi. en_US
dc.title Substituent Effect on the Asymmetric Induction with (1R,2S,5R)-and (1S,2R,5S)-menthol Auxiliaries en_US
dc.type Article en_US


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