Tetrahedron p. 14261 - 14268 (1999)
Update date:2022-08-05
Topics:
Crich, David
Xiaolin, Hao
Lucas, Mathew
The synthesis of a minimally fluorous (52% F) diaryl diselenide is described. On reduction in situ with tributylstannane this diselenide provides a fluorous selenol which is effective in inhibiting a range of stannane-mediated radical rearrangements, including a cyclopropylcarbinyl ring opening. A method for the recovery of the fluorous diselenide involving continuous extraction in a modified, cooled continuous extractor is described.
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Doi:10.1021/ja00707a019
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