Substituent effects on the enantioselective hydrocyanation of aryl aldehydes

Hyun J. Kim, W. Roy Jackson

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A detailed study of the dipeptide catalysed enantioselective hydrocyanation of a series of O-substituted 4-hydroxybenzaldehydes has shown that adverse steric effects can occur leading to low enantiomeric excess (e.e.) values when the substituent is long and flexible. Similar hydrocyanation of several derivatives of 3,4-dihydroxybenzaldehydes have been shown to give very variable values of e.e. Hydrocyanation of 3,5-dimethoxy and 3,4,5-trimethoxybenzaldehyde consistently gave low values of e.e.

Original languageEnglish
Pages (from-to)1541-1548
Number of pages8
JournalTetrahedron: Asymmetry
Issue number8
Publication statusPublished - 1 Jan 1994

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