A Facile Access to 3-Hydroxycephems from Penicillin G through Bi/Sn or Ti/Sn Redox-Promoted Cyclization of 4-(Phenylsulfonylthio)azetidinones

DOI: 10.1246/cl.1990.1867

Source and publish data:

Chemistry Letters p. 1867 - 1868 (1990)

Update date:2022-08-05

Topics:

Authors:

Tanaka, Hideo

Taniguchi, Masatoshi

Kameyama, Yutaka

Monnin, Marc

Sasaoka, Michio

et al. et al.

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Article abstract of DOI:10.1246/cl.1990.1867

Direct conversion of 1-(3-chloro-2-hydroxy-1-p-methoxybenzyloxycarbonyl-1-propenyl)-4-(phenylsulfonylthio)azetidinones derived from penicillin G into 3-hydroxycephems was performed successfully by the action with BiCl3/Sn or TiCl4/Sn bimetal redox couples in DMF containing pyridine.

Full text of DOI:10.1246/cl.1990.1867

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Product name:(E)-2-((2R,3R)-2-Benzenesulfonylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-4-chloro-3-hydroxy-but-2-enoic acid 4-methoxy-benzyl ester

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