Efficient and Practical Asymmetric Synthesis of the Taxol C-13 Side Chain, N-Benzoyl-(2R,3S)-3-phenylisoserine, and Its Analogues via Chiral 3-Hydroxy-4-aryl-β-lactams through Chiral Ester Enolate-Imine Cyclocondensation

DOI: 10.1021/jo00005a003

Source and publish data:

Journal of Organic Chemistry p. 1681 - 1683 (1991)

Update date:2022-08-18

Topics:

Authors:

Ojima, Iwao

Habus, Ivan

Zhao, Mangzhu

Georg, Gunda I.

Jayasinghe, Lalith R.

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Article abstract of DOI:10.1021/jo00005a003

A highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-β-lactams with >96percent ee is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenylisoserine, and its analogues.

Full text of DOI:10.1021/jo00005a003

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