Further Studies on the Synthesis of Thienamycin: a Facile and Stereoselective Synthesis of a Bicyclic β-Keto Ester by 1,3-Dipolar Cycloaddition

DOI: 10.1021/jo00133a019

Source and publish data:

Journal of Organic Chemistry p. 2328 - 2331 (1982)

Update date:2022-07-30

Topics:

Authors:

Kametani, Tetsuji

Huang, Shyh-Pyng

Nakayama, Atsushi

Honda, Toshio

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Article abstract of DOI:10.1021/jo00133a019

A potential compound, ethyl 6-<(1R^*)-1-hydroxyethyl>-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate (18), for the synthesis of thienamycin (1), was stereoselectively prepared by 1,3-dipolar cycloaddition of the nitrone (12) and benzyl crotonate as a key reaction.

Full text of DOI:10.1021/jo00133a019

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