Tetrathiomolybdate mediated rearrangement of aziridinemethanol tosylates: a thia-aza-payne rearrangement
D Sureshkumar, S Koutha, V Ganesh… - The Journal of …, 2010 - ACS Publications
The Journal of Organic Chemistry, 2010•ACS Publications
Aziridinemethanol sulfonate esters react with tetrathiomolybdate 1 to give thiirane
derivatives as the major product and cyclic disulfides as minor product under mild reaction
conditions via an unprecedented thia-aza-Payne-type rearrangement. Interestingly, when
the reaction of 1 was carried out with 2-aziridino-cyclohexanol derivatives it resulted in the
formation of thia-bicyclo [3.1. 1] heptane or dithia-bicyclo [3.2. 1] octane derivatives.
derivatives as the major product and cyclic disulfides as minor product under mild reaction
conditions via an unprecedented thia-aza-Payne-type rearrangement. Interestingly, when
the reaction of 1 was carried out with 2-aziridino-cyclohexanol derivatives it resulted in the
formation of thia-bicyclo [3.1. 1] heptane or dithia-bicyclo [3.2. 1] octane derivatives.
Aziridinemethanol sulfonate esters react with tetrathiomolybdate 1 to give thiirane derivatives as the major product and cyclic disulfides as minor product under mild reaction conditions via an unprecedented thia-aza-Payne-type rearrangement. Interestingly, when the reaction of 1 was carried out with 2-aziridino-cyclohexanol derivatives it resulted in the formation of thia-bicyclo[3.1.1]heptane or dithia-bicyclo[3.2.1]octane derivatives.
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