157435-81-9Relevant academic research and scientific papers
Catalytic, Asymmetric Synthesis of the Carbacephem Framework
Guzzo, Peter R.,Miller, Marvin J.
, p. 4862 - 4867 (1994)
A catalytic, asymmetric synthesis of the carbacephem β-lactam framework is reported.The initial asymmetric center was established by catalytic hydrogenation of β-keto ester 12 with (S)-Ru-BINAP.The β-lactam ring was prepared using the hydroxamate approach (14 -> 15).The nitrogen substituent at C7 was introduced by the nucleophile transfer reaction (15 -> 17), and the six-membered ring of the carbacephem was prepared by a directed Dieckmann condensation (24 -> 25).
