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An unexpected BF3·Et2O-catalyzed rearrangement of 23E-benzylidenespirostanes to spiro[furan-indenes]
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2016-05-01 13:32:50 Manuel A. Ramos Enríquez, Marcos Flores-Álamo, Martín A. Iglesias-Arteaga
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2016-05-01 13:32:50 Manuel A. Ramos Enríquez, Marcos Flores-Álamo, Martín A. Iglesias-Arteaga
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Treatment of 23E-benzylidenespirostanes with BF3·Et2O in 2/1 acetic acid/CH2Cl2 led to novel steroids bearing a spiro[furan-indene] moiety in the side chain. When steroid sapogenins were treated with benzaldehyde and BF3·Et2O in the same mixture of solvents, similar compounds were obtained. The structures of the novel spirocyclic steroids were confirmed by NMR and X-ray diffraction.
中文翻译：
出乎意料的BF3·Et2O催化的23E-亚苄基螺螺烷烷重排为螺[呋喃-茚]
在2/1乙酸/ CH 2 Cl 2中用BF 3 ·Et 2 O处理23E-亚苄基螺环烷烃导致了在侧链带有螺[呋喃-茚]部分的新型类固醇。当在相同的溶剂混合物中用苯甲醛和BF 3 ·Et 2 O处理类固醇皂苷元时，获得了相似的化合物。通过NMR和X射线衍射证实了新型螺环类固醇的结构。
更新日期：2016-05-02
中文翻译：
出乎意料的BF3·Et2O催化的23E-亚苄基螺螺烷烷重排为螺[呋喃-茚]
在2/1乙酸/ CH 2 Cl 2中用BF 3 ·Et 2 O处理23E-亚苄基螺环烷烃导致了在侧链带有螺[呋喃-茚]部分的新型类固醇。当在相同的溶剂混合物中用苯甲醛和BF 3 ·Et 2 O处理类固醇皂苷元时，获得了相似的化合物。通过NMR和X射线衍射证实了新型螺环类固醇的结构。
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