New chiral auxiliaries: Their use in the asymmetric hydrogenation of β-acetamidocrotonates

DOI: 10.1021/ja00165a036

Source and publish data:

Journal of the American Chemical Society p. 3483 - 3486 (1990)

Update date:2022-08-02

Topics:

Authors:

Potin Potin

Dumas Dumas

d'Angelo

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Article abstract of DOI:10.1021/ja00165a036

Synthesis of chiral β-amido esters 7 with high diasteroisomeric excess was achieved by asymmetric hydrogenation (H₂/PtO₂) of stereogenic β-acetamidocrotonates 6 in which the chirality is present in the alkyl of the ester part. For such a purpose, new efficient chiral auxiliaries such as 2,2-diphenylcyclopentanol (12) and 1,1-diphenyl-3-methyl-2-butanol (13) were developed.

Full text of DOI:10.1021/ja00165a036

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