Formal Total Syntheses of the β-Lactam Antibiotics Thienamycin
and PS-5

Zheng, Wanjun

Formal Total Syntheses of the β-Lactam Antibiotics Thienamycin and PS-5

Posted on 1996-04-05 - 00:00

Chiral nonracemic acetylenic acids of general structure 11, prepared using the Schreiber modification of the Nicholas reaction, have been converted to β-amino acid derivatives of type 12 by a two-step sequence involving Curtius rearrangement followed by oxidative cleavage of the acetylenic bond. Amino acid derivatives 12 are excellent precursors for β-lactams of the carbapenem class, including the important antibiotics thienamycin (1) and PS-5 (4).

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Jacobi, Peter A.; Murphree, Shaun; Rupprecht, Frederic; Zheng, Wanjun (2016). Formal Total Syntheses of the β-Lactam Antibiotics Thienamycin and PS-5. ACS Publications. Collection. https://doi.org/10.1021/jo952092u

https://doi.org/10.1021/jo952092u

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