Diastereoselective Synthesis of 2‑Arylmethylene-6-hydroxyspiro[4.5]deca-7-ones via FeCl3·6H2O‑Catalyzed Spiroannulation/Hydride Transfer of 6‑(5-Arylpent-4-yn-1-yl)-7-oxabicyclo[4.1.0]heptan-2-ols
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https://figshare.com/articles/dataset/Diastereoselective_Synthesis_of_2_Arylmethylene_6_hydroxyspiro_4_5_deca_7_ones_via_FeCl_sub_3_sub_6H_sub_2_sub_O_Catalyzed_Spiroannulation_Hydride_Transfer_of_6_5_Arylpent_4_yn_1_yl_7_oxabicyclo_4_1_0_heptan_2_ols/2228257
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In the presence of a catalytic amount of FeCl3·6H2O, 6-(5-arylpent-4-yn-1-yl)-7-oxabicyclo[4.1.0]heptan-2-ols underwent attack of the pendant acetylene at the iron-activated oxirane to give a vinylic carbocation. Hydride transfer from the carbinol carbon to the newly formed cation center furnished 2-arylmethylene-6-hydroxyspiro[4.5]deca-7-ones in excellent stereoselectivity and good yields.
创建时间:
2016-02-16



