
Chemical and Pharmaceutical Bulletin p. 1094 - 1097 (1992)
Update date:2022-07-29
Topics:
Sasaki
Goda
Enomoto
Sunagawa
It was found that (2 + 2) cycloaddition reaction of diketene with Schiff bases was effectively promoted by imidazole as a catalyst to afford 3-acetyl-2-azetidinone derivatives 4. As an application of this new method, a practical asymmetric synthesis of 4 and its conversion into (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-[(R)-1-hydroxyethyl]-2-azeti dinone, which is a key intermediate for the synthesis of carbapenem and penem antibiotics, were accomplished.
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