Cycloaddition of (E)-1-(Phenylseleno)-2-(trimethylsilyl)ethene. Novel Cyclopropane Ring Formation by a 1,2-Shift of a Trimethylsilyl Group

DOI: 10.1021/jo00027a003

Source and publish data:

Journal of Organic Chemistry p. 4 - 6 (1992)

Update date:2022-08-05

Topics:

Authors:

Yamazaki, Shoko

Katoh, Shigeki

Yamabe, Shinichi

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Article abstract of DOI:10.1021/jo00027a003

Reaction of (E)-1-(phenylseleno)-2-(trimethylsilyl)ethene (1) with vinyl ketones 2a-d in the presence of SnCl4 gave cyclopropane products by a formal <2 + 1> cycloaddition accompanied by 1,2-silicon migration rather than <2 + 2> cycloaddition.

Full text of DOI:10.1021/jo00027a003

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