ol0c02519_si_001.pdf (6.83 MB)
Chiral Naphthyl-C2-Indole as Scaffold for Phosphine Organocatalysis: Application in Asymmetric Formal [4 + 2] Cycloaddition Reactions
journal contribution
posted on 2020-08-26, 22:05 authored by Tingting He, Lei Peng, Shan Li, Fangli Hu, Chuandong Xie, Shengli Huang, Shiqi Jia, Wenling Qin, Hailong YanThe applications
of a newly designed chiral naphthyl-C2-indole
bifunctional phosphine organocatalyst in stereoselective formal [4
+ 2] cycloaddition reactions were reported. The chiral naphthyl-C2-indole
skeleton was introduced to bifunctional phosphine organocatalysis
for the first time, and excellent stereocontrol was achieved in two
types of formal [4 + 2] cycloaddition reactions. With the optimal
catalyst, a series of chiral spirooxindole and hydrodibenzofuran architectures
were produced in moderate to good yields with excellent stereoselectivities
(up to >99% ee, >20:1 dr).
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