99395-88-7, Name is (S)-4-Phenyloxazolidin-2-one, molecular formula is C9H9NO2, Computed Properties of C9H9NO2, belongs to oxazolidines compound, is a common compound. In a patnet, author is Deshmukh, Sharad Chandrakant, once mentioned the new application about 99395-88-7.
Diastereoselective construction of syn-alpha-oxyamines via three-component alpha-oxyaldehyde-dibenzylamine-alkyne coupling reaction: application in the synthesis of (+)-beta-conhydrine and its analogues
A Cu(I)-catalyzed alpha-oxyaldehyde-dibenzylamine-alkyne coupling reaction was delineated for the construction of alpha-oxyamines with excellent yields and diastereoselectivity. Crystal structure analysis and theoretical calculations were also supportive of the formation of syn-alpha-oxyamines as the major products. Application of the methodology addresses the synthesis of (+)-beta-conhydrine along with analogs having two different diversity features. A ring size variation allows construction of piperidine and pyrrolidine rings while a variation of side arm functionality is achieved by complete regioselective opening of epoxide by different organocopper ylides (Gilman reagents). A lactam-Cu(I) complexation motif is proposed which allows an intramolecular attack of ylides at the terminal epoxy carbon via the six-membered cyclic transition state. The present work features the synthesis of (+)-beta-conhydrine over eight steps in 26% yield and its seven analogs in 21-28% yields.
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Reference:
Oxazolidine – Wikipedia,
,Oxazolidine | C3H7NO – PubChem