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Molecules 2004, 9(6), 466-471; doi:10.3390/90600466
Article

Preparation of Novel Selenopenams by Intramolecular Homolytic Substitution

 and *
Received: 17 February 2004 / Accepted: 20 February 2004 / Published: 31 May 2004
(This article belongs to the Special Issue RACI 2003 symposium)
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Abstract

Photolyses of the thiohydroximate ester derivatives 13 and 21 of the 4- (benzyl-seleno)-2-azetidinoines 7 and 20, afford the 1-aza-7-oxo-4-selenabicyclo- [3.2.0]heptane ring systems 14 and 21 in good to moderate yield in processes that presumably involve intramolecular homolytic substitution at selenium with expulsion of benzyl radical. Extension of this methodology to the preparation of derivatives 24 of 12,2a-dihydro-1H,8H-azeto[2,1-b][1,3]benzoselenazin-1-one (22) is also described.
Keywords: Free radical; homolytic substitution; selenium; β-lactam. Free radical; homolytic substitution; selenium; β-lactam.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Carland, M.W.; Schiesser, C.H. Preparation of Novel Selenopenams by Intramolecular Homolytic Substitution. Molecules 2004, 9, 466-471.

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