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

DOI: 10.1016/0040-4039(91)80130-X

Source and publish data:

Tetrahedron Letters p. 7445 - 7448 (1991)

Update date:2022-08-04

Topics:

Authors:

Tanaka, Hideo

Kameyama, Yutaka

Kosaka, Atsuko

Yamauchi, Takahito

Torii, Sigeru

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Article abstract of DOI:10.1016/0040-4039(91)80130-X

A convenient synthesis of 2-exo-methylene penams 1 was performed by transformation of thiazoline-azetidinones, derived from penicillin G, through intramolecular Michael addition. Manipulation of the exo-methylene moiety of 1 opened new entries to 2-oxopenam and 2β-thiomethyl substituted penams, respectively.

Full text of DOI:10.1016/0040-4039(91)80130-X

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