Convenient Asymmetric Synthesis of 3(S)-3--5-hydroxypyrrolidon-2-one, a Useful Synthon for the Thienamycin-like γ-Lactam

DOI: 10.1039/c39920000436

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 436 - 437 (1992)

Update date:2022-09-26

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Authors:

Nagao, Yoshimitsu

Matsunaga, Hiroshi

Kumagai, Toshio

Inoue, Yoshinori

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Article abstract of DOI:10.1039/c39920000436

Chiral 3-substituted 5-hydroxypyrrolidin-2-one 12, useful for the synthesis of thienamycin-like γ-lactam, was successfully synthesised by utilising highly diastereoselective alkylation with the tin(II) enolate of 7 onto acetaldehyde, ammonolysis of the resultant amide 9, and oxidative cyclisation of 11.

Full text of DOI:10.1039/c39920000436

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