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A convenient synthesis of 2-exo-methylene penam, a potent intermediate for new β-lactam antibiotics synthesis

✍ Scribed by Hideo Tanaka; Yutaka Kameyama; Atsuko Kosaka; Takahito Yamauchi; Sigeru Torii

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
166 KB
Volume
32
Category
Article
ISSN
0040-4039

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Asymmetric synthesis of (S)-5 has been accomplished with an excellent enantiomeric excess by hydrogenation of raeemie 5 using ruthenium-BINAP-diamine-KOH system, followed by oxidation. Magnesium enolate of (2S)-2-methoxycyclohexanone [(S)-5] reacts with the 4-aeetoxyazetidinone 4 to give the key int