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Cycloaddition reaction of spiro[2.4]hepta-4,6-dien-1-ylmethanol and PTAD: a new rearrangement
Tetrahedron ( IF 2.1 ) Pub Date : 2016-03-31 , DOI: 10.1016/j.tet.2016.03.094
Halil Şenol , Çetin Bayrak , Abdullah Menzek , Ertan Şahin , Murat Karakuş

Reaction of spiro[2.4]hepta-4,6-dien-1-ylmethanol (3) with phenyltriazolinedione (PTAD) gave 4-phenyl-1-[(3aR(S),6S(R))-1a, 2,3a, 6-tetrahydro-1H-cyclopenta[b]cyclopropa[c]furan-6-yl]-1,2,4-triazolidine-3,5-dione (7) via a novel rearrangement. The structure of this rearranged product was determined by spectroscopic methods and by experimentation. Influences of functional groups on the rearrangement and formation of 7 were discussed.



中文翻译:

螺[2.4]庚-4,6-二烯-1-基甲醇与PTAD的环加成反应:新的重排

螺[2.4]庚-4,6-二烯-1-基甲醇(3)与苯基三唑啉二酮(PTAD)反应,得到4-苯基-1-[(3a RS),6 SR))-1a,2 ,3a,6-四氢-1 H-环戊[ b ]环丙烷[ c ]呋喃-6-基] -1,2,4-三唑烷-3,5-二酮(7)通过新颖的重排。通过光谱方法和实验确定了该重排产物的结构。讨论了官能团对7的重排和形成的影响。

更新日期:2016-03-31
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