Never Underestimate The Influence Of 1,4-Dioxa-8-azaspiro[4.5]decane

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In 2019 J AM CHEM SOC published article about CARBONYL PROPARGYLATION; ASYMMETRIC AMINATION; DIENES; 1,3-ENYNES; 1,3-DIENES; ALDEHYDE; ALCOHOL; HYDROBORATION; ADDITIONS; KETONES in [Adamson, Nathan J.; Jeddi, Haleh; Malcolmson, Steven J.] Duke Univ, Dept Chem, Durham, NC 27708 USA in 2019, Cited 68. The Name is 1,4-Dioxa-8-azaspiro[4.5]decane. Through research, I have a further understanding and discovery of 177-11-7. HPLC of Formula: C7H13NO2

In this study, we establish that conjugated enynes undergo selective 1,4-hydroamination under Pd catalysis to deliver chiral allenes with pendant allylic amines. Several primary and secondary aliphatic and aryl-substituted amines couple with a wide range of mono- and disubstituted enynes in a nonenantioselective reaction where DPEphos serves as the ligand for Pd. Benzophenone imine acts as an ammonia surrogate to afford primary amines in a two-step/one-pot process. Examination of chiral catalysts revealed a high degree of reversibility in the C-N bond formation that negatively impacted enantioselectivity. Consequently, an electron-poor ferrocenyl-PHOX ligand was developed to enable efficient and enantioselective enyne hydroamination.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H7510N – PubChem