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Synthesis 1994; 1994(6): 557-559
DOI: 10.1055/s-1994-25522
DOI: 10.1055/s-1994-25522
short paper
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A Convenient Stereoselective Synthesis of α-Tributylstannyl Enones by Photooxygenation of Vinylstannanes and Dehydration of the Resulting Hydroperoxides
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Publication History
Publication Date:
17 September 2002 (online)
Acyclic and cyclic α-tributylstannyl enones 4 were regio- and stereoselectively synthesized by photooxygenation of vinylstannanes 1, followed by dehydration of the intermediary hydroperoxides with triethylamine/4-dimethylaminopyridine and acetic anhydride or ethyl chloroformate. This one-pot, two-step procedure offers a short and convenient method for the synthesis of α-tributylstannyl enones from the readily available vinylstannanes.