A new synthetic method of 1β-methylcarbapenems utilizing the ketene dithioacetal-terminated cyclization

DOI: 10.1016/0040-4039(96)01785-6

Source and publish data:

Tetrahedron Letters p. 7811 - 7814 (1996)

Update date:2022-07-29

Topics:

Authors:

Sakurai, Osamu

Horikawa, Hiroshi

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Article abstract of DOI:10.1016/0040-4039(96)01785-6

Cyclization of alcohols 5 with the ketene dithioacetal terminator into carbapenams 6 was accomplished via the acyliminium ion generated from the corresponding mesylates. Carbapenams 6 were transformed into carbapenem 7 through ¹O₂-mediated cleavage of the ketene dithioacetal portion, enolphosphorylation, and addition-elimination processes.

Full text of DOI:10.1016/0040-4039(96)01785-6

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