Iron(II) Halide Promoted Cyclization of Cyclic 2‑Enynamides:
Stereoselective Synthesis of Halogenated Bicyclic γ‑Lactams

Hong, Jia-Jyun

Iron(II) Halide Promoted Cyclization of Cyclic 2‑Enynamides: Stereoselective Synthesis of Halogenated Bicyclic γ‑Lactams

Version 2 2016-05-16, 14:03

Version 1 2016-05-10, 02:14

Posted on 2016-05-10 - 00:00

A simple and mild process was developed for the highly stereoselective synthesis of halogenated bicyclic [4.3.0] and [3.3.0] γ-lactams, possessing four stereocenters, from easily available cyclic 2-enynamides. The reaction required only an inexpensive iron(II) halide under dry air and was tolerant of aryl, heteroaryl, and alkyl groups at the alkyne terminus.

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Yeh, Ming-Chang P.; Shiue, Yuan-Shin; Lin, Hsin-Hui; Yu, Tzu-Yu; Hu, Ting-Chia; Hong, Jia-Jyun (2016). Iron(II) Halide Promoted Cyclization of Cyclic 2‑Enynamides: Stereoselective Synthesis of Halogenated Bicyclic γ‑Lactams. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.6b00916

https://doi.org/10.1021/acs.orglett.6b00916

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