Page 70 - Read Online
P. 70

Page 34 of 54                         Yang et al. Chem Synth 2023;3:7  https://dx.doi.org/10.20517/cs.2022.38












































                Scheme 44. Spirolactonization reaction of 3-hydroxyoxindoles 69 with MBH carbonates 84. This figure is used with permission from
                the Royal Society of Chemistry [112] .


















                Scheme 45. Spirolactonization reaction of 3-OBoc-oxindoles 88 with MBH carbonates  89. This figure is used with permission from
                Wiley-VCH Verlag [113] .

               of enals and NHCs under oxidative conditions. Since they are good electrophiles, treatment with a variety of
               bisnucleophiles could give the corresponding heterocycles.


               In this context, in 2017, the NHC-catalyzed enantioselective [3 + 2] annulation of α, β-unsaturated
               aldehydes 95 with 3-hydroxy oxindoles 69 in the presence of C26 gave spiro oxindole-butyrolactones 97 in
                                                                                     [121]
               moderate to good yields, enantioselectivity and diastereoselectivity [Scheme 48, top] .
   65   66   67   68   69   70   71   72   73   74   75