Journal of the American Chemical Society p. 5116 - 5121 (1994)
Update date:2022-09-26
Topics: Pummerer-type cyclization O-silylated ketene acetals Penicillin biosynthesis
Kita, Yasuyuki
Shibata, Norio
Kawano, Noriyuki
Tohjo, Takashi
Fujimori, Chino
Ohishi, Hirofumi
We report the first biomimetic conversion of Arnstein tripeptide analogues (1a and 1b) into cis β-lactams (2a and 2b) using O-silylated ketene acetal (3) involving asymmetric induction from the sulfoxide sulfur to the α-carbon. The peptide 1 was treated w
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Doi:10.1246/cl.1994.1447
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(1995)