Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. In an article, author is Periasamy, Mariappan, once mentioned the application of 6704-31-0, Name is Oxetan-3-one, molecular formula is C3H4O2, molecular weight is 72.0627, MDL number is MFCD09263255, category is oxazolidines. Now introduce a scientific discovery about this category, Product Details of 6704-31-0.
Enantioselective Synthesis of beta-Allenoates via Phosphine-Catalyzed and ZnI2-Promoted Preparation of Oxazolidines and Propargylamines Using Chiral Amines, 1-Alkynes, and Propiolates
Diphenylphosphinoethane (DPPE)-catalyzed and ZnI2-promoted in situ formation of oxazolidine, alkynyl zinc, and propargylamine intermediates from 1-alkynes, chiral (S)-diphenyl(pyrrolidin-2-yOmethanol, and propiolates gave the corresponding chiral (R)-beta-allenoates in 40-72% yield with up to >99% ee. The intermediate propargylamine was isolated in 50% yield and converted to give the beta-allenoate 10aa in 68% yield and 96% ee upon reaction with ZnI2. The results are discussed considering a mechanism involving oxazolidine and iminium ions formed in situ followed by addition of alkynyl zinc complex to produce the propargylamine that gives the corresponding allenoate via a 1,5 hydrogen shift in the presence of ZnI2.
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Reference:
Oxazolidine – Wikipedia,
,Oxazolidine | C3H7NO – PubChem